KCAP / KCAP Financial, Inc. - Документы SEC, Годовой отчет, Доверенное заявление

КСАП Финансовый, Инк.
US ˙ NASDAQ
ЭТОТ СИМВОЛ БОЛЬШЕ НЕ АКТИВЕН

Основная статистика
LEI 254900YM5BVQKA01I468
CIK 1372807
SEC Filings
All companies that sell securities in the United States must register with the Securities and Exchange Commission (SEC) and file reports on a regular basis. These reports include company annual reports (10K, 10Q), news updates (8K), investor presentations (found in 8Ks), insider trades (form 4), ownership reports (13D, and 13G), and reports related to the specific securities sold, such as registration statements and prospectus. This page shows recent SEC filings related to KCAP Financial, Inc.
SEC Filings (Chronological Order)
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August 21, 2025 EX-3.1

CERTIFICATE OF AMENDMENT CERTIFICATE OF INCORPORATION PORTMAN RIDGE FINANCE CORPORATION

EX-3.1 Exhibit 3.1 CERTIFICATE OF AMENDMENT TO CERTIFICATE OF INCORPORATION OF PORTMAN RIDGE FINANCE CORPORATION PORTMAN RIDGE FINANCE CORPORATION, a corporation organized and existing under the General Corporation Law of the State of Delaware (the “Corporation”), does hereby certify as follows: FIRST: The name of the Corporation is Portman Ridge Finance Corporation. The Certificate of Incorporati

August 21, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 20, 2025 Portman Ridge Fin

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 20, 2025 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (

August 11, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 7, 2025 Portman Ridge Fina

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 7, 2025 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (C

August 11, 2025 EX-99.2

Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portm

EX-99.2 Exhibit 99.2 Q2 2025 Earnings Presentation August 8, 2025 Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portman Ridge Finance Corporation (“PTMN”, “Portman Ridge” or the “Company”), that are fo

August 11, 2025 EX-99.1

Portman Ridge Finance Corporation Announces Second Quarter 2025 Financial Results

EX-99.1 Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Announces Second Quarter 2025 Financial Results August 7, 2025 Completed Merger with Logan Ridge Finance Corporation Reports Net Investment Income of $4.6 Million, or $0.50 Per Share for the Second Quarter Announces Third Quarter 2025 Quarterly Base Distribution of $0.47 Per Share and Supplemental Distribution of $0.02 pe

August 7, 2025 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q  QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2025  TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance Corpor

August 7, 2025 EX-99.1

Financial Statements of Logan Ridge Finance Corporation

Exhibit 99.1 Consolidated Financial Statements Logan Ridge Finance Corporation As of June 30, 2025 and December 31, 2024 and for the three and six months ended June 30, 2025 and June 30, 2024 TABLE OF CONTENTS Page FINANCIAL INFORMATION 3 Financial Statements 3 Consolidated Statements of Assets and Liabilities as of June 30, 2025 (unaudited) and December 31, 2024 3 Consolidated Statements of Opera

July 16, 2025 EX-4.2

Fifth Supplemental Indenture, dated as of July 15, 2025, by and between Logan Ridge Finance Corporation and Portman Ridge Finance Corporation (filed herewith).

Exhibit 4.2 FIFTH AMENDMENT TO REVOLVING CREDIT AND SECURITY AGREEMENT THIS FIFTH AMENDMENT TO REVOLVING CREDIT AND SECURITY AGREEMENT, dated as of July 14, 2025 (the “Amendment”), is made pursuant to that certain Revolving Credit and Security Agreement dated as of October 30, 2020 (as amended by that certain (i) First Amendment to Revolving Credit and Security Agreement and Omnibus Amendment to F

July 16, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 15, 2025 Portman Ridge Finan

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 15, 2025 Portman Ridge Finance Corporation (Exact name of Registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (Co

July 16, 2025 EX-10.1

Assignment and Assumption Agreement, dated as of April 1, 2022, by and between Logan Ridge Finance Corporation and Portman Ridge Finance Corporation (filed herewith).

Exhibit 10.1 ASSIGNMENT AND ASSUMPTION AGREEMENT This Assignment and Assumption Agreement (this “Agreement”) is made and entered into as of July 15, 2025 by and between Logan Ridge Finance Corporation, a Maryland corporation (the “Assignor”) and Portman Ridge Finance Corporation, a Delaware corporation (the “Assignee”). The Assignor and the Assignee are sometimes referred to individually herein as

July 16, 2025 EX-99.1

Portman Ridge Finance Corporation Closes Merger with Logan Ridge Finance Corporation

Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Closes Merger with Logan Ridge Finance Corporation NEW YORK, July 15, 2025 – Portman Ridge Finance Corporation (NASDAQ: PTMN) (“Portman Ridge” or “PTMN”) today announced the closing of the previously announced merger of Logan Ridge Finance Corporation (NASDAQ: LRFC) (“Logan Ridge” or “LRFC”) with and into PTMN, with PTMN remainin

June 27, 2025 EX-99.1

Portman Ridge Finance Corporation Announces Shareholder Approval of Merger with Logan Ridge Finance Corporation

Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Announces Shareholder Approval of Merger with Logan Ridge Finance Corporation NEW YORK, June 27, 2025 – Portman Ridge Finance Corporation (NASDAQ: PTMN) (“Portman Ridge” or “PTMN”) announced today that it obtained shareholder approval for the issuance of PTMN common stock in connection with the proposed merger of Logan Ridge Fina

June 27, 2025 8-K

Regulation FD Disclosure, Financial Statements and Exhibits, Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 27, 2025 Portman Ridge Finance Corporation (Exact name of Registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (Co

June 24, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 24, 2025 Portman Ridge Finan

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 24, 2025 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (Co

June 23, 2025 425

Portman Ridge Announces Adjournment of Special Meeting of Stockholders to Allow Additional Time for Stockholders to Vote “FOR” the Share Issuance Proposal Stockholders of PTMN Who Have Voted Thus Far Have Expressed Strong Support for the Proposed Mer

Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 Subject Company: Logan Ridge Finance Corporation Commission File No.

June 23, 2025 DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Defini

June 17, 2025 425

Portman Ridge Finance Corporation Announces Corporate Rebranding, New Monthly Base Distribution, and Value Creation Initiatives Company to be Renamed “BCP Investment Corporation” and Trade Under New Ticker “BCIC” Transition to Paying the Quarterly Ba

Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 Subject Company: Logan Ridge Finance Corporation Commission File No.

June 11, 2025 425

slide1 © 2025 Broadridge Financial Solutions, Inc., Broadridge and the Broadridge logo are registered trademarks of Broadridge Financial Solutions, Inc. Broadridge.com CONFIDENTIAL INFORMATION Solicitation Script (Inbound and Outbound) CLIENT NAME: P

Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 Subject Company: Logan Ridge Finance Corporation Commission File No.

June 11, 2025 425

URGENT: YOUR RESPONSE IS CRITICAL

Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 Subject Company: Logan Ridge Finance Corporation Commission File No.

June 6, 2025 425

Portman Ridge Finance Corporation posted the following advertisement on its website (i.e., www.portmanridge.com) commencing June 6, 2025. PTMN Special Meeting of Stockholders for Proposed Merger with Logan Ridge Finance Corporation Proxy materials fo

Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 Subject Company: Logan Ridge Finance Corporation Commission File No.

June 6, 2025 DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Defini

June 6, 2025 425

Portman Ridge Announces Change of Date to the Special Meeting of Stockholders to Allow Additional Time for Stockholders to Vote “FOR” the Share Issuance Proposal Stockholders of PTMN Who Have Voted Thus Far Have Expressed Strong Support for the Propo

Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 Subject Company: Logan Ridge Finance Corporation Commission File No.

June 3, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 3, 2025 Portman Ridge Financ

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 3, 2025 Portman Ridge Finance Corporation (Exact name of Registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (Com

June 3, 2025 425

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 3, 2025 Portman Ridge Financ

Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 Subject Company: Logan Ridge Finance Corporation Commission File No.

June 3, 2025 EX-99.1

Leading Independent Proxy Advisory Firms Glass Lewis and ISS Recommend that Shareholders Vote “FOR” the Proposed Merger Between PTMN and LRFC

Exhibit 99.1 FOR IMMEDIATE RELEASE Leading Independent Proxy Advisory Firms Glass Lewis and ISS Recommend that Shareholders Vote “FOR” the Proposed Merger Between PTMN and LRFC NEW YORK, June 3, 2025 – Portman Ridge Finance Corporation (NASDAQ: PTMN) (“Portman Ridge” or “PTMN”) and Logan Ridge Finance Corporation (NASDAQ: LRFC) (“Logan Ridge” or “LRFC”) (together, the “Companies”) announced today

May 27, 2025 425

SAMPLE-EPB Merger Proposed Materials requiring your prompt action enclosed Portman Ridge. Your vote is urgently needed. Voting is quick and easy, please cast your vote today on any device you prefer. Go to proxyvote.com Your vote is very important. P

Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 Subject Company: Logan Ridge Finance Corporation Commission File No.

May 27, 2025 425

Portman Ridge Finance Corporation posted the following advertisement on its website (i.e., www.portmanridge.com) commencing May 27, 2025. PTMN Special Meeting of Stockholders for Proposed Merger with Logan Ridge Finance Corporation Proxy materials fo

Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 Subject Company: Logan Ridge Finance Corporation Commission File No.

May 23, 2025 425

1 Jennings, David From: SPECIMEN <[email protected]> Sent: Monday, May 19, 2025 12:54 PM To: Krause, Dominique Subject: #RICSSUMID# Vote now! PORTMAN RIDGE FINANCE CORPORATION Special Meeting %Z90466_0_0123456789012345_0000001% This Message Is From an

Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 Subject Company: Logan Ridge Finance Corporation Commission File No.

May 23, 2025 425

MERGER PROPOSED SPECIAL MEETING OF SHAREHOLDERS

Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 Subject Company: Logan Ridge Finance Corporation Commission File No.

May 13, 2025 424B3

PORTMAN RIDGE FINANCE CORPORATION 650 Madison Avenue, 3rd Floor New York, NY 10022 MERGER PROPOSED — YOUR VOTE IS VERY IMPORTANT

Filed Pursuant to Rule 424(b)(3) File No: 333-285230 PORTMAN RIDGE FINANCE CORPORATION 650 Madison Avenue, 3rd Floor New York, NY 10022 MERGER PROPOSED — YOUR VOTE IS VERY IMPORTANT May 13, 2025 Dear Stockholder: You are cordially invited to attend the Special Meeting of Stockholders (the “PTMN Special Meeting”) of Portman Ridge Finance Corporation, a Delaware corporation (“PTMN”), to be held virtually on June 6, 2025, at 10:00 a.

May 9, 2025 EX-99.2

Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portm

Q1 2025 Earnings Presentation May 9, 2025 Exhibit 99.2 Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portman Ridge Finance Corporation (“PTMN”, “Portman Ridge” or the “Company”), that are forward-looki

May 9, 2025 EX-99.1

Portman Ridge Finance Corporation Announces First Quarter 2025 Financial Results Reports Net Investment Income of $0.47 Per Share and Net Asset Value of $18.85 Per Share Deployment of Approximately $17.5 Million and Sales and Repayments of Approximat

EX-99.1 Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Announces First Quarter 2025 Financial Results Reports Net Investment Income of $0.47 Per Share and Net Asset Value of $18.85 Per Share Deployment of Approximately $17.5 Million and Sales and Repayments of Approximately $15.7 Million for Net Deployment of Approximately $1.8 Million Announces Second Quarter 2025 Quarterly

May 9, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 8, 2025 Portman Ridge Finance

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 8, 2025 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (Comm

May 9, 2025 425

The following are excerpts of the transcript of the earnings call held by Portman Ridge Finance Corporation (“Portman Ridge”) regarding its first quarter 2025 earnings held on May 9, 2025. The excerpts contain only those portions of the transcript re

Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 and deemed filed under Rule 14a-12 of the Securities Exchange Act of 1934 Subject Company: Logan Ridge Finance Corporation Commission File No.

May 8, 2025 425

Portman Ridge Finance Corporation Announces First Quarter 2025 Financial Results Reports Net Investment Income of $0.47 Per Share and Net Asset Value of $18.85 Per Share Deployment of Approximately $17.5 Million and Sales and Repayments of Approximat

425 Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 Subject Company: Logan Ridge Finance Corporation File No.

May 8, 2025 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q  QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2025  TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance Corpo

May 6, 2025 N-14 8C/A

As filed with the Securities and Exchange Commission on May 6, 2025

As filed with the Securities and Exchange Commission on May 6, 2025 Registration No.

May 6, 2025 CORRESP

Simpson Thacher & Bartlett LLP

Simpson Thacher & Bartlett LLP 900 G STREET NW WASHINGTON, DC 20001 TELEPHONE: +1-202-636-5500 FACSIMILE: +1-202-636-5502 Direct Dial Number 202-440-2526 E-mail Address jonathan.

April 29, 2025 DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A PROXY STATEMENT PURSUANT TO SECTION 14(a) OF THE SECURITIES EXCHANGE ACT OF 1934

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A PROXY STATEMENT PURSUANT TO SECTION 14(a) OF THE SECURITIES EXCHANGE ACT OF 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☒ Defi

April 21, 2025 EX-99.(14)(A)

(Portman Ridge Finance Corporation).*

Exhibit 14(a) CONSENT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM We consent to the incorporation by reference in this Pre-Effective Amendment to the Registration Statement on Form N-14 of our report dated March 13, 2025, relating to the consolidated financial statements of Portman Ridge Finance Corporation appearing in the Annual Report on Form 10-K of Portman Ridge Finance Corporation for the year ended December 31, 2024.

April 21, 2025 EX-99.(17)(C)

Form of Proxy Card of Portman Ridge Finance Corporation.*

Exhibit 17(c) SCAN TO VIEW MATERIALS & VOTE ▷ PORTMAN RIDGE FINANCE CORPORATION 650 MADISON AVENUE, 3RD FLOOR NEW YORK, NY 10022 VOTE BY INTERNET Before The Meeting - Go www.

April 21, 2025 EX-99.(17)(D)

Form of Proxy Card of Logan Ridge Finance Corporation.*

Exhibit 17(d) SCAN TO VIEW MATERIALS & VOTE LOGAN RIDGE FINANCE LOGAN RIDGE FINANCE CORPORATION 650 MADISON AVENUE, 3RD FLOOR NEW YORK, NY 10022 ▷ VOTE BY INTERNET Before The Meeting - Go to www.

April 21, 2025 N-14 8C/A

As filed with the Securities and Exchange Commission on April 18, 2025

As filed with the Securities and Exchange Commission on April 18, 2025 Registration No.

April 21, 2025 EX-99.(14)(B)

(Logan Ridge Finance Corporation).*

Exhibit 14(b) CONSENT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM We consent to the incorporation by reference in this Pre-Effective Amendment to the Registration Statement on Form N-14 of our report dated March 13, 2025, relating to the consolidated financial statements of Logan Ridge Finance Corporation appearing in the Annual Report on Form 10-K of Logan Ridge Finance Corporation for the year ended December 31, 2024.

April 18, 2025 CORRESP

Simpson Thacher & Bartlett LLP 900 G STREET NW WASHINGTON, DC 20001 __________ TELEPHONE: +1-202-636-5500 FACSIMILE: +1-202-636-5502 Direct Dial Number 202-440-2526 E-mail Address [email protected]

Simpson Thacher & Bartlett LLP 900 G STREET NW WASHINGTON, DC 20001 TELEPHONE: +1-202-636-5500 FACSIMILE: +1-202-636-5502 Direct Dial Number 202-440-2526 E-mail Address jonathan.

March 18, 2025 EX-99.2

[Graphic Appears Here] Q4 and Full Year 2024 Earnings Presentation March 14, 2025 Important Information

Exhibit 99.2 [Graphic Appears Here] Q4 and Full Year 2024 Earnings Presentation March 14, 2025 Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portman Ridge Finance Corporation (“PTMN”, “Portman Ridge” o

March 18, 2025 EX-99.1

Portman Ridge Finance Corporation Announces Fourth Quarter and Full Year 2024 Financial Results Reports Net Investment Income of $2.59 Per Share for Full Year 2024 and Net Asset Value of $19.41 Per Share Continued Share Repurchase Program: Total of 2

Exhibit 99.1 March 13, 2025 Portman Ridge Finance Corporation Announces Fourth Quarter and Full Year 2024 Financial Results Reports Net Investment Income of $2.59 Per Share for Full Year 2024 and Net Asset Value of $19.41 Per Share Continued Share Repurchase Program: Total of 202,357 Shares for an Aggregate Cost of Approximately $3.8 Million Repurchased During Full Year 2024; Accretive to NAV by $

March 18, 2025 8-K

Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 13, 2025 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (C

March 13, 2025 10-K

Portman Ridge Finance Corporation12/3112/31Co-@ UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

Portman Ridge Finance Corporation12/3112/31Co-@ UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.

March 13, 2025 EX-19.1

Insider Trading Policy**

Exhibit 19.1 PTMN/LRFC Material Non-Public Information and Insider Trading Policy Policy Created: December 11, 2006 Last Revision: July 1, 2021 Exhibit 19.1 INTRODUCTION This Policy explains requirements and procedures that apply to all corporate Directors and Officers of Portman Ridge Finance Corporation and subsidiaries and/or Logan Ridge Finance Corporation and subsidiaries (each, the “Company”

March 13, 2025 EX-21.1

List of Subsidiaries**

Exhibit 21.1 List of Subsidiaries Name Jurisdiction Katonah Management Holdings LLC Delaware KCAP Senior Funding I Holdings, LLC Delaware KCAP Senior Funding I, LLC(1) Delaware KCAP Management, LLC Delaware KCAP Coastal LLC Delaware Great Lakes KCAP Funding I, LLC Delaware PTMN Sub Holdings LLC Delaware Great Lakes Portman Ridge Funding, LLC Delaware Kohlberg Capital Funding LLC I Delaware OHA Nev

February 25, 2025 EX-16

Power of Attorney

Exhibit (16) POWER OF ATTORNEY Each officer and director of Portman Ridge Finance Corporation whose signature appears below constitutes and appoints Brandon Satoren and Patrick Schafer, and each of them (with full power to each of them to act alone), as the undersigned’s true and lawful attorneys-in-fact and agents, with full power of substitution and re-substitution, for, on behalf of and in the

February 25, 2025 EX-FILING FEES

Filing Fee Table.

Exhibit (18) Calculation of Filing Fee Tables Form N-14 (Form Type) Portman Ridge Finance Corporation (Name of Registrant as Specified in its Charter) Table 1: Newly Registered Securities Security Type Security Class Title Fee Calculation Rule Amount Registered (1) Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price(1) Fee Rate Amount of Registration Fee(2) Carry Forward Form Type Carry Forward File Number Carry Forward Initial effective date Filing Fee Previously Paid in connection with Unsold Securities to be Carried Forward Newly Registered Securities Fees to be Paid Equity Common Stock, par value $0.

February 25, 2025 EX-11

Opinion and Consent of Richards, Layton & Finger P.A.

Exhibit (11) February 25, 2025 Portman Ridge Finance Corporation 650 Madison Avenue New York, New York 10022 Re: Registration Statement on Form N-14 Filed by Portman Ridge Finance Corporation Ladies and Gentlemen: We have acted as special Delaware counsel to Portman Ridge Finance Corporation, a Delaware corporation (the “Company”), in connection with the Registration Statement on Form N-14 (the “Registration Statement”) filed by the Company with the U.

February 25, 2025 EX-12

Opinion and Consent of Simpson Thacher & Bartlett LL

Exhibit (12) Simpson Thacher & Bartlett LLP 425 LEXINGTON AVENUE NEW YORK, NY 10017-3954 TELEPHONE: +1-212-455-2000 FACSIMILE: +1-212-455-2502 February 25, 2025 Portman Ridge Finance Corporation 650 Madison Avenue 3rd Floor New York, NY 10022 Logan Ridge Finance Corporation 650 Madison Avenue 3rd Floor New York, NY 10022 Ladies and Gentlemen: We have acted as tax counsel to Portman Ridge Finance Corporation, a Delaware corporation (“PTMN”), and Logan Ridge Finance Corporation, a Maryland corporation (“LRFC”), in connection with certain transactions pursuant to which, among other things, Portman Ridge Merger Sub, Inc.

February 25, 2025 EX-17.(B)

Consent of Keefe, Bruyette & Woods, Inc.

Exhibit 17(b) CONSENT OF HOULIHAN LOKEY CAPITAL, INC. February 25, 2025 Logan Ridge Finance Corporation 650 Madison Avenue, 3rd Floor New York, NY 10022 USA Attn: The Special Committee of the Board of Directors RE: Joint Proxy Statement of Logan Ridge Finance Corporation (“LRFC”) and Portman Ridge Finance Corporation (“PTMN”) / Prospectus of PTMN which forms part of the Registration Statement on F

February 25, 2025 EX-17.(A)

Consent of Houlihan Lokey Capital, Inc.

Exhibit (17)(a) CONSENT OF KEEFE, BRUYETTE & WOODS, INC. We hereby consent to the inclusion of our opinion letter to (i) the committee of the independent directors of the Board of Directors (the “Board”) of Portman Ridge Finance Corporation (“Portman Ridge”) and (ii) the Board of Portman Ridge, as Annex B to the Joint Proxy Statement/Prospectus which forms a part of the Registration Statement on F

February 25, 2025 N-14 8C

As filed with the Securities and Exchange Commission on February 25, 2025

As filed with the Securities and Exchange Commission on February 25, 2025 Registration No.

February 10, 2025 CORRESP

*   *   *   *   *

CORRESP 1900 K Street, NW Washington, DC 20006-1110 +1 202 261 3300 Main +1 202 261 3333 Fax www.

February 5, 2025 CORRESP

*  *  *  *  *

1900 K Street, NW Washington, DC 20006-1110 +1 202 261 3300 Main +1 202 261 3333 Fax www.

February 5, 2025 CORRESP

1900 K Street, NW

1900 K Street, NW Washington, DC 20006-1110 +1 202 261 3300 Main +1 202 261 3333 Fax www.

February 4, 2025 EX-2.1

Agreement and Plan of Merger, dated as of January 29, 2025, by and among Portman Ridge Finance Corporation, Portman Ridge Merger Sub, Inc., Logan Ridge Finance Corporation, and solely for the purposes set forth therein, Mount Logan Management LLC and Sierra Crest Investment Management LLC (incorporated by reference to Exhibit 2.1 of PTMN’s Current Report on Form 8-K, filed on February 4, 2025).

Exhibit 2.1 Execution Version AGREEMENT AND PLAN OF MERGER among PORTMAN RIDGE FINANCE CORPORATION, PORTMAN RIDGE MERGER SUB, INC., LOGAN RIDGE FINANCE CORPORATION, SIERRA CREST INVESTMENT MANAGEMENT LLC (for the limited purposes set forth herein) and MOUNT LOGAN MANAGEMENT LLC (for the limited purposes set forth herein) Dated as of January 29, 2025 TABLE OF CONTENTS Page Article I THE MERGERS 2 1

February 4, 2025 EX-2.2

Fee Waiver Agreement by and between Portman Ridge Finance Corporation and Sierra Crest Investment Management LLC, dated as of January 29, 2025.

Exhibit 2.2 Execution Version FEE WAIVER AGREEMENT This FEE WAIVER AGREEMENT (this “Agreement”), dated as of January 29, 2025, is made by and between Sierra Crest Investment Management LLC, a Delaware limited liability company (the “Investment Adviser”), and Portman Ridge Finance Corporation, a Delaware corporation (the “Company”). WHEREAS, the Company has elected to be treated as a business devel

February 4, 2025 8-K

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): January 29, 2025 Portman Ridge Finance Corporation (Exact name of Registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation)

January 30, 2025 425

Portman Ridge Finance Corporation and Logan Ridge Finance Corporation Enter into Merger Agreement Combined Entity Will be Managed by Sierra Crest Investment Management, LLC, an Affiliate of BC Partners Advisors L.P. Companies to Host a Joint Conferen

Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 Subject Company: Logan Ridge Finance Corporation Commission File No.

January 30, 2025 425

Filed by Portman Ridge Finance Corporation

Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 Subject Company: Logan Ridge Finance Corporation Commission File No.

December 4, 2024 DEL AM

PORTMAN RIDGE FINANCE CORPORATION 650 Madison Avenue, 3rd Floor New York, NY 10022 December 4, 2024

DEL AM PORTMAN RIDGE FINANCE CORPORATION 650 Madison Avenue, 3rd Floor New York, NY 10022 December 4, 2024 VIA EDGAR Securities and Exchange Commission 100 F Street, N.

November 25, 2024 CORRESP

1900 K Street, NW

CORRESP 1900 K Street, NW Washington, DC 20006-1110 +1 202 261 3300 Main +1 202 261 3333 Fax www.

November 14, 2024 SC 13G/A

PTMN / Portman Ridge Finance Corporation / Repertoire Partners LP Passive Investment

SC 13G/A 1 ptmn13ga6.htm UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 6)* Portman Ridge Finance Corporation (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 73688F201 (CUSIP Number) September 30, 2024 (Date of Event Which Requires Filing of this Statement) Check t

November 12, 2024 8-K

Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 7, 2024 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation)

November 12, 2024 EX-99.2

Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portm

Exhibit 99.2 Q3 2024 Earnings Presentation November 12, 2024 Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portman Ridge Finance Corporation (“PTMN”, “Portman Ridge” or the “Company”), that are forward

November 12, 2024 EX-99.1

Portman Ridge Finance Corporation Announces Third Quarter 2024 Financial Results Reports Net Investment Income of $0.63 Per Share and Net Asset Value of $20.36 Per Share Recurring PIK Income as a Percentage of Total Investment Income Declines by Over

Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Announces Third Quarter 2024 Financial Results Reports Net Investment Income of $0.63 Per Share and Net Asset Value of $20.36 Per Share Recurring PIK Income as a Percentage of Total Investment Income Declines by Over 200 Basis Points Continued Share Repurchase Program: Total of 33,429 Shares for an Aggregate Cost of Approximately

November 7, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q  QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2024  TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance C

October 21, 2024 CORRESP

*    *    *    *    *

  1900 K Street, NW Washington, DC 20006-1110 +1 202 261 3300 Main +1 202 261 3333 Fax www.

August 12, 2024 EX-99.1

Portman Ridge Finance Corporation Announces Second Quarter 2024 Financial Results Reports Net Investment Income of $0.70 Per Share and Net Asset Value of $21.21 Per Share Amends and Extends Existing Senior Secured Revolving Credit Facility; Upsizes C

Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Announces Second Quarter 2024 Financial Results Reports Net Investment Income of $0.70 Per Share and Net Asset Value of $21.21 Per Share Amends and Extends Existing Senior Secured Revolving Credit Facility; Upsizes Commitments to $200.0 Million from $115.0 Million, Reduces Interest Rate Margin to 2.50% from 2.80% Continued Share

August 12, 2024 8-K

Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 8, 2024 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (C

August 12, 2024 EX-99.2

Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portm

Exhibit 99.2 Q2 2024 Earnings Presentation August 9, 2024 Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portman Ridge Finance Corporation (“PTMN”, “Portman Ridge” or the “Company”), that are forward-lo

August 8, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q  QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2024  TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance Corpor

July 29, 2024 EX-10.1

Loan and Security Agreement Conformed Through the Second Amendment, dated as of July 23, 2024, among Great Lakes Portman Ridge Funding LLC, The Lenders Party Hereto, The Collateral Administrator, Collateral Agent ad Securities Intermediary Party Hereto, JPMorgan Chase Bank, National Association, as Administrative Agent and Portman Ridge Finance Corporation, as Portfolio Manager (incorporated by reference to Exhibit 10.1 of PTMN’s Current Report on Form 8-K, filed on July 29, 2024).

Exhibit 10.1 EXECUTION VERSION Second Amendment to Loan and Security Agreement July 23, 2024 JPMorgan Chase Bank, National Association, as Administrative Agent c/o JPMorgan Services Inc. 500 Stanton Christiana Rd., 3rd Floor Newark, Delaware 19713 Attention: Nicholas Rapak JPMorgan Chase Bank, National Association, as Administrative Agent 383 Madison Avenue New York, New York 10179 Attention: Jame

July 29, 2024 8-K

Regulation FD Disclosure, Entry into a Material Definitive Agreement, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 23, 2024 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (Co

July 29, 2024 EX-99.1

Portman Ridge Finance Corporation Amends and Extends Its Senior Secured Revolving Credit Facility Upsizes Commitments to $200.0 Million from $115.0 Million Reduces Interest Rate Margin to 2.50% from 2.80%

Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Amends and Extends Its Senior Secured Revolving Credit Facility Upsizes Commitments to $200.0 Million from $115.0 Million Reduces Interest Rate Margin to 2.50% from 2.80% NEW YORK, July 29, 2024 – Portman Ridge Finance Corporation (Nasdaq: PTMN) (the “Company”) today announced that it has amended and extended its existing senior

June 26, 2024 8-K

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 25, 2024 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (Co

May 13, 2024 8-K

Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 8, 2024 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (Comm

May 13, 2024 EX-99.1

Portman Ridge Finance Corporation Announces First Quarter 2024 Financial Results Reports Net Investment Income of $0.67 per share and Net Asset Value of $22.57 Per Share Continued Share Repurchase Program: Total of 51,015 Shares for an Aggregate Cost

Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Announces First Quarter 2024 Financial Results Reports Net Investment Income of $0.67 per share and Net Asset Value of $22.57 Per Share Continued Share Repurchase Program: Total of 51,015 Shares for an Aggregate Cost of Approximately $1.0 Million Repurchased During the First Quarter; Accretive to NAV by $0.02 Per Share Announces

May 13, 2024 EX-99.2

Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portm

Q1 2024 Earnings Presentation May 9, 2024 Exhibit 99.2 Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portman Ridge Finance Corporation (“PTMN”, “Portman Ridge” or the “Company”), that are forward-looki

May 8, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q  QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2024  TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance Corpo

April 29, 2024 DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A PROXY STATEMENT PURSUANT TO SECTION 14(a) OF THE SECURITIES EXCHANGE ACT OF 1934

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A PROXY STATEMENT PURSUANT TO SECTION 14(a) OF THE SECURITIES EXCHANGE ACT OF 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☒ Defi

March 15, 2024 8-K

Regulation FD Disclosure

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 13, 2024 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (C

March 15, 2024 EX-99.1

Portman Ridge Finance Corporation Announces Fourth Quarter and Full Year 2023 Financial Results Reports Strong Year-Over-Year Performance with Total Investment Income of $76.3 Million, an Increase of 9.6% and Net Investment Income of $34.8 Million Co

Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Announces Fourth Quarter and Full Year 2023 Financial Results Reports Strong Year-Over-Year Performance with Total Investment Income of $76.3 Million, an Increase of 9.6% and Net Investment Income of $34.8 Million Continued Share Repurchase Program for a Total of $4.4 Million During Full Year 2023 Announces Quarterly Distribution

March 15, 2024 EX-99.2

Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portm

Q4 and Full Year 2023 Earnings Presentation March 14, 2024 Exhibit 99.2 Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portman Ridge Finance Corporation (“PTMN”, “Portman Ridge” or the “Company”), that

March 13, 2024 EX-21.1

List of Subsidiaries.**

Exhibit 21.1 List of Subsidiaries Name Jurisdiction Katonah Management Holdings LLC Delaware Katonah X Management LLC Delaware Katonah 2007-I Management LLC Delaware KCAP Management, LLC Delaware Commodore Holdings, LLC Delaware KCAP Coastal, LLC Delaware Great Lakes KCAP Funding I, LLC Delaware PTMN Sub Holdings LLC Delaware Great Lakes Portman Ridge Funding I, LLC Delaware Kohlberg Capital Fundi

March 13, 2024 EX-4.7

Description of Portman Ridge Finance Corporation's Registered Securities.**

Exhibit 4.7 Description of Portman Ridge Finance Corporation’s Registered Securities References herein to “we,” “us,” “our” and “Company” refer to Portman Ridge Finance Corporation and not to any of its subsidiaries. COMMON STOCK The following description of our common stock is a summary and does not purport to be complete. It is subject to and qualified in its entirety by reference to our Certifi

March 13, 2024 EX-97.1

Clawback Policy (incorporated by reference to Exhibit 97.1 of the Company's Annual Report on Form 10-K, filed on March 13, 2024).

PORTMAN RIDGE FINANCE CORPORATION Logan Ridge Finance Corporation CLAWBACK POLICY The Board of Directors (the “Board”) of each of Portman Ridge Finance Corporation and Logan Ridge Finance Corporation (each, the “Company”) has adopted this Clawback Policy (the “Policy”) to comply with Section 10D of the Securities Exchange Act of 1934, as amended (the “Exchange Act”), Rule 10D-1 promulgated under the Exchange Act (“Rule 10D-1”) and Rule 5608 of the corporate governance rules of The Nasdaq Stock Market (the “Listing Standards”).

March 13, 2024 10-K

Co-@ UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

Co-@ UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2023 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance Corpo

February 14, 2024 SC 13G/A

US73688F2011 / Portman Ridge Finance Corp / Repertoire Partners LP Passive Investment

SC 13G/A 1 portmanridge13ga5.htm UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 5)* Portman Ridge Finance Corporation (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 73688F201 (CUSIP Number) December 31, 2023 (Date of Event Which Requires Filing of this Statement)

November 14, 2023 EX-99.2

Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portm

2023 Q3 Earnings Presentation November 9, 2023 Exhibit 99.2 Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portman Ridge Finance Corporation (“PTMN”, “Portman Ridge” or the “Company”), that are forward-

November 14, 2023 EX-99.1

Portman Ridge Finance Corporation Announces Third Quarter 2023 Financial Results Reports Strong Performance with Increases in Net Asset Value Per Share Quarter-over-Quarter, Core Investment Income and Net Investment Income Year-over-Year, While Also

Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Announces Third Quarter 2023 Financial Results Reports Strong Performance with Increases in Net Asset Value Per Share Quarter-over-Quarter, Core Investment Income and Net Investment Income Year-over-Year, While Also Continuing Share Repurchase Program in the Third Quarter of 2023 Announces Quarterly Distribution of $0.69 Per Shar

November 14, 2023 8-K

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 14, 2023 (November 8, 2023) Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdictio

November 8, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q  QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2023  TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance C

October 6, 2023 SC 13G/A

US73688F2011 / Portman Ridge Finance Corp / Repertoire Partners LP Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 3)* Portman Ridge Finance Corporation (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 73688F201 (CUSIP Number) October 2, 2023 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to design

August 11, 2023 8-K

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 11, 2023 (August 9, 2023) Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of

August 11, 2023 EX-99.2

Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portm

Exhibit 99.2 2023 Q2 Earnings Presentation August 10, 2023 Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portman Ridge Finance Corporation (“PTMN”, “Portman Ridge” or the “Company”), that are forward-l

August 11, 2023 EX-99.1

Reports Strong Performance with Elevated Total Investment Income, Core Investment Income and Net Investment Income Year-over-Year, While Also Continuing Share Repurchase Program in the Second Quarter of 2023 Announces Quarterly Distribution of $0.69

Exhibit 99.1 Portman Ridge Finance Corporation Announces Second Quarter 2023 Financial Results August 9, 2023 Reports Strong Performance with Elevated Total Investment Income, Core Investment Income and Net Investment Income Year-over-Year, While Also Continuing Share Repurchase Program in the Second Quarter of 2023 Announces Quarterly Distribution of $0.69 Per Share in the Third Quarter of 2023,

August 9, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q  QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2023  TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance Corpor

July 28, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 28, 2023 (July 27, 2023) Por

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 28, 2023 (July 27, 2023) Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of in

June 23, 2023 8-K

Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 23, 2023 (June 22, 2023) Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of in

May 15, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 15, 2023 (May 10, 2023) Portm

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 15, 2023 (May 10, 2023) Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of inco

May 15, 2023 EX-99.2

Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portm

EX-99.2 Exhibit 99.2 2023 Q1 Earnings Presentation May 11, 2023 Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portman Ridge Finance Corporation (“PTMN”, “Portman Ridge” or the “Company”), that are forw

May 15, 2023 EX-99.1

Portman Ridge Finance Corporation Announces First Quarter 2023 Financial Results Reports Strong Performance with Higher Total Investment Income, Core Investment Income and Net Investment Income Quarter-over-Quarter, While Also Continuing Share Repurc

EX-99.1 Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Announces First Quarter 2023 Financial Results Reports Strong Performance with Higher Total Investment Income, Core Investment Income and Net Investment Income Quarter-over-Quarter, While Also Continuing Share Repurchase Program in the First Quarter of 2023 Increases Quarterly Distribution to $0.69 Per Share in the Second

May 10, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q  QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2023  TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance Corpo

April 28, 2023 DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A PROXY STATEMENT PURSUANT TO SECTION 14(a) OF THE SECURITIES EXCHANGE ACT OF 1934

DEF 14A Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.

March 15, 2023 8-K

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 15, 2023 (March 9, 2023) Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of i

March 15, 2023 EX-99.1

Portman Ridge Finance Corporation Announces Fourth Quarter and Full Year 2022 Financial Results Increased Core Investment Income, Further Diversified Portfolio, Reduced Non-Accruals, Lowered Cost of Capital and Continued Share Repurchase Program in F

EX-99.1 Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Announces Fourth Quarter and Full Year 2022 Financial Results Increased Core Investment Income, Further Diversified Portfolio, Reduced Non-Accruals, Lowered Cost of Capital and Continued Share Repurchase Program in Full Year 2022 Increases Quarterly Distribution to $0.68 Per Share in the First Quarter of 2023, Marking the

March 15, 2023 EX-99.2

Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portm

EX-99.2 Q4 and Full Year 2022 Earnings Presentation March 10, 2023 Exhibit 99.2 Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portman Ridge Finance Corporation (“PTMN”, “Portman Ridge” or the “Company”

March 9, 2023 EX-4

Description of Portman Ridge Finance Corporation's Registered Securities.**

Exhibit 4.7 Description of Portman Ridge Finance Corporation’s Registered Securities References herein to “we,” “us,” “our” and “Company” refer to Portman Ridge Finance Corporation and not to any of its subsidiaries. COMMON STOCK The following description of our common stock is a summary and does not purport to be complete. It is subject to and qualified in its entirety by reference to our Certifi

March 9, 2023 10-K

Co-@ UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

Co-@ UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2022 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance Corpo

March 9, 2023 EX-21

List of Subsidiaries.**

Exhibit 21.1 List of Subsidiaries Name Jurisdiction Katonah Management Holdings LLC Delaware Katonah X Management LLC Delaware Katonah 2007-I Management LLC Delaware KCAP Management, LLC Delaware Commodore Holdings, LLC Delaware KCAP Coastal, LLC Delaware Great Lakes KCAP Funding I, LLC Delaware PTMN Sub Holdings LLC Delaware Great Lakes Portman Ridge Funding I, LLC Delaware Kohlberg Capital Fundi

February 14, 2023 SC 13G/A

US73688F2011 / Portman Ridge Finance Corp / Repertoire Partners LP Passive Investment

SC 13G/A 1 ptmn13ga4.htm UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 3)* Portman Ridge Finance Corporation (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 73688F201 (CUSIP Number) December 31, 2022 (Date of Event Which Requires Filing of this Statement) Check th

November 9, 2022 EX-99.1

Portman Ridge Finance Corporation Announces Third Quarter 2022 Financial Results Reports Strong Performance with Elevated Total Investment Income, Core Investment Income and Net Investment Income Quarter-over-Quarter Increases Quarterly Distribution

Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Announces Third Quarter 2022 Financial Results Reports Strong Performance with Elevated Total Investment Income, Core Investment Income and Net Investment Income Quarter-over-Quarter Increases Quarterly Distribution to $0.67 per Share NEW YORK, NOVEMBER 8, 2022 ? Portman Ridge Finance Corporation (Nasdaq: PTMN) (the ?Company? or

November 9, 2022 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 9, 2022 (November 8, 2022) Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction

November 9, 2022 EX-99.2

Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portm

2022 Q3 Earnings Presentation November 9, 2022 Exhibit 99.2 Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portman Ridge Finance Corporation (?PTMN?, ?Portman Ridge? or the ?Company?), that are forward-

November 8, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2022 ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance C

August 11, 2022 EX-99.1

Portman Ridge Finance Corporation Announces Second Quarter 2022 Financial Results Reports Strong Investment Activity and Lower Non-Accruals; Reduces Cost of Capital Maintains its Quarterly Distribution of $0.63 per Share

Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Announces Second Quarter 2022 Financial Results Reports Strong Investment Activity and Lower Non-Accruals; Reduces Cost of Capital Maintains its Quarterly Distribution of $0.63 per Share NEW YORK, AUGUST 9, 2022 ? Portman Ridge Finance Corporation (Nasdaq: PTMN) (the ?Company? or ?Portman Ridge?) announced today its financial res

August 11, 2022 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 10, 2022 (August 9, 2022) Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of

August 11, 2022 EX-99.2

Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portm

2022 Q2 Earnings Presentation August 10, 2022 Exhibit 99.2 Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portman Ridge Finance Corporation (?PTMN?, ?Portman Ridge? or the ?Company?), that are forward-l

August 9, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

10-Q 1 ptmn10-qq222non-xbrl.htm 10-Q UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q  QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2022  TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 8

June 7, 2022 8-K

Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 7, 2022 (June 6, 2022) Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of inco

May 11, 2022 EX-99.1

Well Positioned to Further Improve Portfolio Performance and Increase Investment Income in 2022; Refinances JPMorgan Chase Bank (“JPM”) Credit Facility and Reduces Cost of Capital Declares Quarterly Distribution of $0.63 Per Share

Exhibit 99.1 Portman Ridge Finance Corporation Announces First Quarter 2022 Financial Results May 10, 2022 Well Positioned to Further Improve Portfolio Performance and Increase Investment Income in 2022; Refinances JPMorgan Chase Bank (?JPM?) Credit Facility and Reduces Cost of Capital Declares Quarterly Distribution of $0.63 Per Share NEW YORK, May 10, 2022 (GLOBE NEWSWIRE) ? Portman Ridge Financ

May 11, 2022 EX-99.2

Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portm

Exhibit 99.2 2022 Q1 Earnings Presentation May 11, 2022 Important Information Cautionary Statement Regarding Forward-Looking Statements This presentation contains forward-looking statements. The matters discussed in this presentation, as well as in future oral and written statements by management of Portman Ridge Finance Corporation (?PTMN?, ?Portman Ridge? or the ?Company?), that are forward-look

May 11, 2022 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 11, 2022 (May 10, 2022) Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of inco

May 10, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2022 ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance Corpo

May 5, 2022 EX-10.1

First Amendment to Loan and Security Agreement, dated as of April 29, 2022, among Great Lakes Portman Ridge Funding LLC, the Lenders Party thereto, the Collateral Administrator, Collateral Agent, and Securities Intermediary Party thereto, JPMorgan Chase Bank, National Association, as Administrative Agent and Portman Ridge Finance Corporation, as Portfolio Manager (incorporated by reference to Exhibit 10.1 of PTMN’s Current Report on Form 8-K, filed on May 5, 2022).

Exhibit 10.1 Execution Version First Amendment to Loan and Security Agreement April 29, 2022 JPMorgan Chase Bank, National Association, as Administrative Agent c/o JPMorgan Services Inc. 500 Stanton Christiana Rd., 3rd Floor Newark, Delaware 19713 Attention: Nicholas Rapak JPMorgan Chase Bank, National Association, as Administrative Agent 383 Madison Avenue New York, New York 10179 Attention: Jame

May 5, 2022 8-K

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 5, 2022 (April 29, 2022) Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of inc

April 25, 2022 SC 13G/A

US73688F2011 / Portman Ridge Finance Corp / Repertoire Partners LP Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 2)* Portman Ridge Finance Corporation (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 73688F201 (CUSIP Number) April 11, 2022 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designa

April 22, 2022 DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Defi

March 10, 2022 EX-4.11

Description of Portman Ridge Finance Corporation's Registered Securities.**

Exhibit 4.11 Description of Portman Ridge Finance Corporation?s Registered Securities References herein to ?we,? ?us,? ?our? and ?Company? refer to Portman Ridge Finance Corporation and not to any of its subsidiaries. COMMON STOCK The following description of our common stock is a summary and does not purport to be complete. It is subject to and qualified in its entirety by reference to our Certif

March 10, 2022 EX-21.1

List of Subsidiaries.**

Exhibit 21.1 List of Subsidiaries Name Jurisdiction Katonah Management Holdings LLC Delaware Katonah X Management LLC Delaware Katonah 2007-I Management LLC Delaware KCAP Management, LLC Delaware Commodore Holdings, LLC Delaware KCAP Coastal, LLC Delaware Great Lakes KCAP Funding I, LLC Delaware PTMN Sub Holdings LLC Delaware Great Lakes Portman Ridge Funding I, LLC Delaware Kohlberg Capital Fundi

March 10, 2022 10-K

@ UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

@ UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ? ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2021 ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance Corporat

February 14, 2022 EX-1

JOINT FILING AGREEMENT FOR SCHEDULE 13D WITH RESPECT TO PORTMAN RIDGE FINANCE CORP PURSUANT TO RULE 13d-1(k)(1)

Exhibit 1 JOINT FILING AGREEMENT FOR SCHEDULE 13D WITH RESPECT TO PORTMAN RIDGE FINANCE CORP PURSUANT TO RULE 13d-1(k)(1) The undersigned acknowledge and agree that the foregoing statement on Schedule 13G is filed on behalf of each of the undersigned and that all subsequent amendments to this statement on Schedule 13G shall be filed on behalf of each of the undersigned without the necessity of filing additional joint filing agreements.

February 14, 2022 SC 13G

PTMN / Portman Ridge Finance Corp / SILVER CREEK CAPITAL MANAGEMENT LLC - NONE Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. n/a )* Portman Ridge Finance Corp (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 73688F102 (CUSIP Number) Calendar Year 2021 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designa

February 14, 2022 SC 13G/A

US73688F2011 / Portman Ridge Finance Corp / Sarpa Partners LP Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 1)* Portman Ridge Finance Corporation (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 73688F201 (CUSIP Number) December 31, 2021 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to desi

February 8, 2022 424B3

576,899 Shares of Common Stock

Table of Contents Filed Pursuant to Rule 424(b)(3) File No: 333-261314 576,899 Shares of Common Stock This prospectus relates to the proposed resale by the selling stockholders identified in this prospectus or their permitted assigns of up to 576,899 shares of our common stock.

January 18, 2022 CORRESP

* * * * * January 18, 2022 Page 4

1900 K Street, NW Washington, DC 20006-1110 +1 202 261 3300 Main +1 202 261 3333 Fax www.

December 3, 2021 424B3

$500,000,000 Common Stock Preferred Stock Subscription Rights Debt Securities

424B3 1 d227294d424b3.htm 424B3 Table of Contents Filed Pursuant Rule 424(b)(3) File No. 333-260072 $500,000,000 Common Stock Preferred Stock Warrants Subscription Rights Debt Securities Portman Ridge Finance Corporation, or “we” “us” or the “Company”, is an externally managed, non-diversified closed-end investment company that has elected to be regulated as a business development company, or BDC,

December 3, 2021 424B3

Offer to Exchange $108,000,000 aggregate principal amount of 4.875% Notes due 2026 $108,000,000 aggregate principal amount of 4.875% Notes due 2026 registered under the Securities Act of 1933, as amended

Table of Contents Filed Pursuant to Rule 424(b)(3) Registration No. 333-260074 PROSPECTUS Offer to Exchange $108,000,000 aggregate principal amount of 4.875% Notes due 2026 For $108,000,000 aggregate principal amount of 4.875% Notes due 2026 registered under the Securities Act of 1933, as amended Portman Ridge Finance Corporation (the “Company,” “we,” “us,” or “our”) is offering to exchange all of

December 1, 2021 CORRESP

Portman Ridge Finance Corporation 650 Madison Avenue, 23rd Floor New York, New York 10022

Portman Ridge Finance Corporation 650 Madison Avenue, 23rd Floor New York, New York 10022 December 1, 2021 VIA EDGAR CORRESPONDENCE U.

November 23, 2021 N-14 8C/A

As filed with the Securities and Exchange Commission on November 23, 2021

Table of Contents As filed with the Securities and Exchange Commission on November 23, 2021 Registration No.

November 23, 2021 EX-99.(14)(A)

Consent of KPMG LLP (Portman Ridge Finance Corporation).**

Exhibit (14)(a) Consent of Independent Registered Public Accounting Firm We consent to the incorporation by reference in the registration statement (No.

November 23, 2021 EX-99.(14)(B)

Consent of Ernst & Young LLP (Portman Ridge Finance Corporation)**

Exhibit (14)(b) Consent of Independent Registered Public Accounting Firm We consent to the reference to our firm under the captions ?Senior Securities?, ?Experts? and ?Other Information? and to the use of our reports (a) dated February 26, 2019, with respect to the consolidated financial statements of Portman Ridge Finance Corporation (formerly known as ?KCAP Financial, Inc.

November 23, 2021 EX-99.(14)(C)

Consent of RSM US LLP (Harvest Capital Credit Corporation)**

Exhibit (14)(c) Consent of Independent Registered Public Accounting Firm We consent to the incorporation by reference in this Pre-Effective Amendment No.

November 23, 2021 EX-99.(14)(D)

Consent of PricewaterhouseCoopers LLP (Harvest Capital Credit Corporation)**

Exhibit (14)(d) CONSENT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM We hereby consent to the incorporation by reference in this Registration Statement on Form N-14 of Portman Ridge Finance Corporation of our report dated March 15, 2019 relating to the financial statements of Harvest Capital Credit Corporation, which appears in Harvest Capital Credit Corporation?s Annual Report on Form 10-K for the year ended December 31, 2020.

November 23, 2021 EX-99.(14)(E)

Report of Ernst & Young LLP regarding the senior securities table contained herein (Portman Ridge Finance Corporation)**

Exhibit (14)(e) The Shareholders and Board of Directors of Portman Ridge Finance Corporation.

November 22, 2021 CORRESP

* * * * *

CORRESP 1 filename1.htm 1900 K Street, NW Washington, DC 20006-1110 +1 202 261 3300 Main +1 202 261 3333 Fax www.dechert.com ALEXANDER C. KARAMPATSOS [email protected] +1 202 261 3402 Direct +1 617 275 8365 Fax November 22, 2021 Mr. David Orlic Division of Investment Management Securities and Exchange Commission 100 F Street, N.E. Washington, D.C. 20549-0504 Re: Portman Ridge Finan

November 22, 2021 CORRESP

* * * * *

CORRESP 1 filename1.htm 1900 K Street, NW Washington, DC 20006-1110 +1 202 261 3300 Main +1 202 261 3333 Fax www.dechert.com ALEXANDER C. KARAMPATSOS [email protected] +1 202 261 3402 Direct +1 617 275 8365 Fax November 22, 2021 Mr. David Manion Division of Investment Management Securities and Exchange Commission 100 F Street, N.E. Washington, D.C. 20549-0504 Re: Portman Ridge Fina

November 4, 2021 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2021 ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance C

October 26, 2021 8-K

Unregistered Sales of Equity Securities

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 22, 2021 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation)

October 5, 2021 EX-99.16

Power of Attorney*

Exhibit 16 POWER OF ATTORNEY KNOW ALL PEOPLE BY THESE PRESENTS, that each person whose signature appears below hereby makes, constitutes and appoints each of Jason T.

October 5, 2021 EX-99.11

Opinion of Dechert LLP.*

Exhibit 11 1095 Avenue of the Americas New York, NY 10036-6797 +1 212 698 3500 Main +1 212 698 3599 Fax www.

October 5, 2021 N-14 8C

As filed with the Securities and Exchange Commission on October 5, 2021

Table of Contents As filed with the Securities and Exchange Commission on October 5, 2021 Registration No.

October 5, 2021 EX-99.17(B)

Form of Letter of Transmittal*

Exhibit 17(b) LETTER OF TRANSMITTAL Portman Ridge Finance Corporation OFFER TO EXCHANGE $108,000,000 AGGREGATE PRINCIPAL AMOUNT OF 4.

August 26, 2021 EX-99.1

Portman Ridge Finance Corporation Announces Completion of its Previously Announced 1-for-10 Reverse Stock Split

Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Announces Completion of its Previously Announced 1-for-10 Reverse Stock Split NEW YORK, August 26, 2021 ? Portman Ridge Finance Corporation (Nasdaq: PTMN) (the ?Company?, ?Portman Ridge?, or ?PTMN?) reported that its previously announced 1-for-10 reverse stock split became effective today, Thursday, August 26, 2021, and its commo

August 26, 2021 EX-3.2

Certificate of Amendment to Certificate of Incorporation of Portman Ridge Finance Corporation (the Decrease Shares Certificate of Amendment) (incorporated by reference to Exhibit 3.2 of the Current Report on Form 8-K filed on August 26, 2021).

Exhibit 3.2 CERTIFICATE OF AMENDMENT TO CERTIFICATE OF INCORPORATION OF PORTMAN RIDGE FINANCE CORPORATION PORTMAN RIDGE FINANCE CORPORATION, a corporation organized and existing under the General Corporation Law of the State of Delaware (the ?Corporation?), does hereby certify as follows: FIRST: The name of the Corporation is Portman Ridge Finance Corporation. The Certificate of Incorporation was

August 26, 2021 EX-3.1

Certificate of Amendment to Certificate of Incorporation of Portman Ridge Finance Corporation (the Reverse Stock Split Certificate of Amendment) (incorporated by reference to Exhibit 3.1 of the Current Report on Form 8-K filed on August 26, 2021).

Exhibit 3.1 CERTIFICATE OF AMENDMENT TO CERTIFICATE OF INCORPORATION OF PORTMAN RIDGE FINANCE CORPORATION PORTMAN RIDGE FINANCE CORPORATION, a corporation organized and existing under the General Corporation Law of the State of Delaware (the ?Corporation?), does hereby certify as follows: FIRST: The name of the Corporation is Portman Ridge Finance Corporation. The Certificate of Incorporation was

August 26, 2021 8-K

Regulation FD Disclosure, Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 26, 2021 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (

August 23, 2021 8-K

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 23, 2021 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (

August 23, 2021 EX-99.1

Portman Ridge Finance Corporation Announces Further Detail on its Previously Announced 1-for-10 Reverse Stock Split

Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Announces Further Detail on its Previously Announced 1-for-10 Reverse Stock Split NEW YORK, August 23, 2021 ? Portman Ridge Finance Corporation (Nasdaq: PTMN) (the ?Company?, ?Portman Ridge?, or ?PTMN?) reported that it expects to implement the previously announced 1-for-10 reverse stock split effective Thursday, August 26, 2021

August 5, 2021 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2021 ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance Corpor

July 21, 2021 8-K

Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 20, 2021 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (Co

July 21, 2021 EX-3.1

Third Amended and Restated Bylaws of Portman Ridge Finance Corporation, dated as of July 20, 2021 (incorporated by reference to Exhibit 3.1 of the Current Report on Form 8-K, as filed on July 21, 2021).

Exhibit 3.1 THIRD AMENDED AND RESTATED BYLAWS OF PORTMAN RIDGE FINANCE CORPORATION (the ?Corporation?) Adopted: July 20, 2021 ARTICLE I OFFICES SECTION 1. Registered Office. The registered office of the Corporation in the State of Delaware shall be located at 1209 Orange Street, Wilmington, Delaware 19801. The name of its registered agent at such address is The Corporation Trust Company. The regis

July 6, 2021 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 30, 2021 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (Co

June 24, 2021 EX-4.3

Registration Rights Agreement, dated as of June 23, 2021, by and among the Company and the Purchasers (as defined therein) (previously filed as Exhibit 4.3 to the Company’s Current Report on Form 8-K filed on June 24, 2021 and herein incorporated by reference).

Exhibit 4.3 REGISTRATION RIGHTS AGREEMENT This Registration Rights Agreement (this ?Agreement?) is made and entered into as of June 23, 2021, by and among Portman Ridge Finance Corporation, a Delaware corporation (the ?Company?), and the several purchasers of the Notes identified on the signature pages hereto (each a ?Purchaser? and collectively, the ?Purchasers?). This Agreement is made pursuant

June 24, 2021 8-K

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 24, 2021 (June 22, 2021) Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of in

June 24, 2021 EX-99.1

Portman Ridge Finance Corporation Closes Private Placement of $28 Million of 4.875% Senior Unsecured Notes due 2026

Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Closes Private Placement of $28 Million of 4.875% Senior Unsecured Notes due 2026 NEW YORK, June 24, 2021 ? Portman Ridge Finance Corporation (Nasdaq: PTMN) (the ?Company? or ?Portman Ridge?), a business development company, today announced that on June 23, 2021, it closed a private placement of $28.0 million in aggregate princip

June 10, 2021 EX-99.1

Portman Ridge Finance Corporation Completes Merger with Harvest Capital Credit Corporation

Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Completes Merger with Harvest Capital Credit Corporation ? Combined company estimated to have total assets of approximately $614 million ? Fourth strategic transaction closed by Portman Ridge in three years NEW YORK, June 9, 2021 ? Portman Ridge Finance Corporation (NASDAQ: PTMN) (the ?Company? or ?PTMN?) announced today the clos

June 10, 2021 8-K

Regulation FD Disclosure, Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant, Completion of Acquisition or Disposition of Assets

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): June 9, 2021 Portman Ridge Finance Corporation (Exact Name of Registrant as Specified in Its Charter) Delaware 814-00735 20-5951150 (State or Other Jurisdiction of Incorporation) (Commission File Number) (IRS Employer Identification No.

June 9, 2021 EX-4.4

Third Supplemental Indenture by and between the Company and U.S. National Bank Association, as trustee (incorporated by reference to Exhibit 4.4 filed with the Company’s Form 8-A on June 9, 2021).

Exhibit 4.4 THIRD SUPPLEMENTAL INDENTURE by and between PORTMAN RIDGE FINANCE CORPORATION, and U.S. BANK NATIONAL ASSOCIATION, as Trustee Dated as of June 9, 2021 THIRD SUPPLEMENTAL INDENTURE This THIRD SUPPLEMENTAL INDENTURE (this ?Third Supplemental Indenture?), dated as of June 9, 2021, is by and between Portman Ridge Finance Corporation, a Delaware corporation (?Successor?), and U.S. Bank Nati

June 9, 2021 8-A12B

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-A FOR REGISTRATION OF CERTAIN CLASSES OF SECURITIES PURSUANT TO SECTION 12(b) OR (g) OF THE SECURITIES EXCHANGE ACT OF 1934 Portman Ridge Finance Corporation (Exact name o

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-A FOR REGISTRATION OF CERTAIN CLASSES OF SECURITIES PURSUANT TO SECTION 12(b) OR (g) OF THE SECURITIES EXCHANGE ACT OF 1934 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 20-5951150 (State or incorporation or organization) (I.R.S. Employer Identification Number) 650 Mad

June 8, 2021 8-K

Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 7, 2021 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (Com

May 27, 2021 424B3

PORTMAN RIDGE FINANCE CORPORATION HARVEST CAPITAL CREDIT CORPORATION Supplement No. 1, dated May 27, 2021, to the Proxy Statement/Prospectus, dated April 20, 2021

Filed Pursuant to Rule 424(b)(3) Registration No. No. 333-252442 PORTMAN RIDGE FINANCE CORPORATION HARVEST CAPITAL CREDIT CORPORATION Supplement No. 1, dated May 27, 2021, to the Proxy Statement/Prospectus, dated April 20, 2021 This supplement contains information that amends, supplements or modifies certain information contained in the prospectus of Portman Ridge Finance Corporation (?PTMN?), dat

May 12, 2021 8-K

Unregistered Sales of Equity Securities

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 6, 2021 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (Comm

May 6, 2021 10-Q

Quarterly Report - 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2021 ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance Corpo

May 3, 2021 8-K

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 3, 2021 (April 27, 2021) Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of inc

May 3, 2021 EX-4.1

Third Supplemental Indenture, dated as of April 30, 2021, relating to the 4.875% Notes due 2026, by and between the Company and U.S. Bank National Association, as trustee (incorporated by reference to Exhibit 4.1 of the Company’s Current Report on Form 8-K, filed on May 3, 2021).

Exhibit 4.1 THIRD SUPPLEMENTAL INDENTURE between PORTMAN RIDGE FINANCE CORPORATION and U.S. BANK NATIONAL ASSOCIATION, as Trustee Dated as of April 30, 2021 THIS THIRD SUPPLEMENTAL INDENTURE (this ?Third Supplemental Indenture?), dated as of April 30, 2021, is between Portman Ridge Finance Corporation, a Delaware corporation (the ?Company?), and U.S. Bank National Association, as trustee (the ?Tru

May 3, 2021 EX-99.1

Portman Ridge Finance Corporation Closes Private Placement of $80 Million of 4.875% Senior Unsecured Notes due 2026

Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Closes Private Placement of $80 Million of 4.875% Senior Unsecured Notes due 2026 NEW YORK, May 3, 2021 ? Portman Ridge Finance Corporation (Nasdaq: PTMN) (the ?Company? or ?Portman Ridge?), a business development company, today announced that on April 30, 2021, it closed a private placement of $80 million in aggregate principal

May 3, 2021 EX-4.3

Registration Rights Agreement, dated as of April 30, 2021, by and among the Company and the Purchasers (as defined therein) (previously filed as Exhibit 4.3 to the Company’s Current Report on Form 8-K filed on May 3, 2021 and herein incorporated by reference).

Exhibit 4.3 REGISTRATION RIGHTS AGREEMENT This Registration Rights Agreement (this ?Agreement?) is made and entered into as of April 30, 2021, by and among Portman Ridge Finance Corporation, a Delaware corporation (the ?Company?), and the several purchasers of the Notes identified on the signature pages hereto (each a ?Purchaser? and collectively, the ?Purchasers?). This Agreement is made pursuant

April 23, 2021 DEF 14A

Schedule 14A

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A PROXY STATEMENT PURSUANT TO SECTION 14(a) OF THE SECURITIES EXCHANGE ACT OF 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Defi

April 22, 2021 CORRESP

* * * * *

1900 K Street, NW Washington, DC 20006-1110 +1 202 261 3300 Main +1 202 261 3333 Fax www.

April 20, 2021 424B3

HARVEST CAPITAL CREDIT CORPORATION 450 Park Avenue, 5th Floor New York, New York 10022 MERGER PROPOSED—YOUR VOTE IS VERY IMPORTANT

TABLE OF CONTENTS Filed Pursuant to Rule 424(b)(3) Registration No. 333-252442 HARVEST CAPITAL CREDIT CORPORATION 450 Park Avenue, 5th Floor New York, New York 10022 MERGER PROPOSED?YOUR VOTE IS VERY IMPORTANT April 20, 2021 Dear Stockholder: You are cordially invited to attend the Special Meeting of Stockholders (the ?HCAP Special Meeting?) of Harvest Capital Credit Corporation, a Delaware corpor

April 19, 2021 EX-17.(A)

Form of Proxy Card of Harvest Capital Credit Corporation*

Exhibit 17(a)

April 19, 2021 EX-14.(G)

Report of PricewaterhouseCoopers LLP regarding the senior securities table contained herein (Harvest Capital Credit Corporation)*

Exhibit 14(g) Report of Independent Registered Public Accounting Firm To the Board of Directors and Shareholders of Harvest Capital Credit Corporation We previously audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States), the consolidated statements of assets and liabilities, including the consolidated schedules of investments, of Harvest Capital

April 19, 2021 EX-14.(A)

Consent of KPMG LLP (Portman Ridge Finance Corporation)*

Exhibit 14(a) Consent of Independent Registered Public Accounting Firm The Board of Directors Portman Ridge Finance Corporation: We consent to the incorporation by reference in the amended registration statement (No.

April 19, 2021 EX-14.(E)

Report of Ernst & Young LLP regarding the senior securities table contained herein (Portman Ridge Finance Corporation)*

Exhibit 14(e) The Shareholders and Board of Directors of Portman Ridge Finance Corporation.

April 19, 2021 EX-14.(D)

Consent of PricewaterhouseCoopers LLP (Harvest Capital Credit Corporation)*

Exhibit 14(d) CONSENT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM We hereby consent to the incorporation by reference in this Registration Statement on Form N-14 of Portman Ridge Finance Corporation of our report dated March 15, 2019 relating to the financial statements of Harvest Capital Credit Corporation, which appears in Harvest Capital Credit Corporation’s Annual Report on Form 10-K for the year ended December 31, 2020.

April 19, 2021 EX-14.(C)

Consent of RSM US LLP (Harvest Capital Credit Corporation)*

Exhibit 14(c) Consent of Independent Registered Public Accounting Firm We consent to the incorporation by reference in this Registration Statement on Form N-14 of Portman Ridge Finance Corporation of our report dated March 12, 2021 relating to our audit of the consolidated financial statements of Harvest Capital Credit Corporation and its subsidiaries, which appear in Harvest Capital Credit Corporation’s Annual Report on Form 10-K for the year ended December 31, 2020, which is also incorporated by reference into the proxy statement/prospectus, which is part of this Registration Statement.

April 19, 2021 EX-14.(B)

Consent of Ernst & Young LLP (Portman Ridge Finance Corporation)*

Exhibit 14(b) CONSENT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM We consent to the reference to our firm under the captions ?Experts?, ?Senior Securities of PTMN? and to the use of our reports (a) dated February 26, 2019, with respect to the consolidated financial statements of Portman Ridge Finance Corporation (formerly known as ?KCAP Financial, Inc.

April 19, 2021 EX-14.(F)

Report of RSM US LLP regarding the senior securities table contained herein (Harvest Capital Credit Corporation)*

Exhibit 14(f) Report of Independent Registered Public Accounting Firm To the Shareholders and the Board of Directors of Harvest Capital Credit Corporation and its subsidiaries Our audit of the consolidated financial statements referred to in our report dated March 12, 2021, (incorporated by reference in the accompanying registration statement on Form N-14) also included an audit of the senior securities table of Harvest Capital Credit Corporation and its subsidiaries (the Company) appearing in this Registration Statement on Form N-14.

April 19, 2021 N-14 8C/A

- N-14 8C/A

TABLE OF CONTENTS As filed with the Securities and Exchange Commission on April 16, 2021 Registration No.

April 16, 2021 CORRESP

April 16, 2021

April 16, 2021 VIA EDGAR Securities and Exchange Commission Division of Investment Management 100 F Street, N.

April 6, 2021 PRE 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A PROXY STATEMENT PURSUANT TO SECTION 14(a) OF THE SECURITIES EXCHANGE ACT OF 1934

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A PROXY STATEMENT PURSUANT TO SECTION 14(a) OF THE SECURITIES EXCHANGE ACT OF 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Defi

April 6, 2021 CORRESP

* * * * * * * *

1900 K Street, NW Washington, DC 20006-1110 +1 202 261 3300 Main +1 202 261 3333 Fax www.

March 30, 2021 EX-17.(C)

Form of Election (incorporated by reference to Exhibit 17(c) to Pre-Effective Amendment No. 1 to the Registration Statement on Form N-14, as filed on March 30, 2021)

EX-17.(C) 4 nt10019129x3ex17c.htm EXHIBIT 17(C) Exhibit 17(c) [•], 2021 Dear Harvest Capital Credit Corporation Stockholder: Thank you for your support as we work toward completing the acquisition by Portman Ridge Finance Corporation (“PTMN”) of Harvest Capital Credit Corporation (“HCAP”). On December 23, 2020, PTMN, Rye Acquisition Sub Inc., a wholly-owned subsidiary of PTMN (“Acquisition Sub”),

March 30, 2021 N-14 8C/A

- N-14 8C/A

TABLE OF CONTENTS As filed with the Securities and Exchange Commission on March 29, 2021 Registration No.

March 30, 2021 EX-11

Opinion and Consent of Simpson Thacher & Bartlett LLP with respect to the legality of shares*

Exhibit 11 March 29, 2021 Portman Ridge Finance Corporation 650 Madison Avenue 23rd Floor New York, New York 10022 Ladies and Gentlemen: We have acted as counsel to Portman Ridge Finance Corporation, a Delaware corporation (the ?Company?), in connection with the Registration Statement on Form N-14 (the ?Registration Statement?) filed by the Company with the Securities and Exchange Commission (the ?Commission?) under the Securities Act of 1933, as amended (the ?Act?), relating to the issuance by the Company of an aggregate of 15,057,682 shares of Common Stock, par value $0.

March 30, 2021 EX-17.(A)

EX-17.(A)

Exhibit 17(a)

March 29, 2021 CORRESP

_______________________

March 29, 2021 VIA EDGAR Securities and Exchange Commission Division of Investment Management 100 F Street, N.

March 16, 2021 EX-16.1

Letter furnished by KPMG LLP, dated March 16, 2021

Exhibit 16.1 KPMG LLP 345 Park Avenue New York, NY 10154-0102 March 16, 2021 Securities and Exchange Commission Washington, D.C. 20549 Ladies and Gentlemen: We were previously the independent registered public accounting firm for Portman Ridge Finance Corporation (the ?Company?) and, under the date of March 11, 2021, we reported on the consolidated financial statements of the Company as of and for

March 16, 2021 8-K

Financial Statements and Exhibits, Changes in Registrant's Certifying Accountant

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 11, 2021 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (C

March 11, 2021 10-K

Annual Report - 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ? ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2020 ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance Corporatio

March 11, 2021 EX-4.6

Description of Portman Ridge Finance Corporation’s Registered Securities.**

Exhibit 4.6 Description of Portman Ridge Finance Corporation?s Registered Securities References herein to ?we,? ?us,? ?our? and ?Company? refer to Portman Ridge Finance Corporation and not to any of its subsidiaries. COMMON STOCK The following description of our common stock is a summary and does not purport to be complete. It is subject to and qualified in its entirety by reference to our Certifi

March 11, 2021 EX-21.1

List of Subsidiaries.**

Exhibit 21.1 List of Subsidiaries Name Jurisdiction Katonah Management Holdings LLC Delaware Katonah X Management LLC Delaware Katonah 2007-I Management LLC Delaware KCAP Management, LLC Delaware Commodore Holdings, LLC Delaware KCAP Coastal, LLC Delaware Great Lakes KCAP Funding I, LLC Delaware PTMN Sub Holdings LLC Delaware Great Lakes Portman Ridge Funding I, LLC Delaware Kohlberg Capital Fundi

February 18, 2021 SC 13G

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. n/a )* Portman Ridge Finance Corp (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class o

Schedule 13G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. n/a )* Portman Ridge Finance Corp (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 73688F102 (CUSIP Number) October 29, 2020 (Date of Event Which Requires Filing of this Statement) Check the appropriate box

February 18, 2021 EX-1

JOINT FILING AGREEMENT FOR SCHEDULE 13D WITH RESPECT TO PORTMAN RIDGE FINANCE CORP PURSUANT TO RULE 13d-1(k)(1)

Exhibit 1 JOINT FILING AGREEMENT FOR SCHEDULE 13D WITH RESPECT TO PORTMAN RIDGE FINANCE CORP PURSUANT TO RULE 13d-1(k)(1) The undersigned acknowledge and agree that the foregoing statement on Schedule 13G is filed on behalf of each of the undersigned and that all subsequent amendments to this statement on Schedule 13G shall be filed on behalf of each of the undersigned without the necessity of filing additional joint filing agreements.

February 17, 2021 SC 13G

SC 13G

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. )* Portman Ridge Finance Corporation (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 73688F102 (CUSIP Number) December 31, 2020 (Date of Event which Requires Filing of this Statement) Check the appropriate box to desig

February 12, 2021 SC 13G/A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 02)* Portman Ridge Finance Corporation (Name of Issuer) Common Stock, par value $0.01 per share (Title of Cl

Schedule 13G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 02)* Portman Ridge Finance Corporation (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 73688F102 (CUSIP Number) December 31, 2020 (Date of Event Which Requires Filing of this Statement) Check the appropria

February 12, 2021 EX-99.1

In accordance with Securities and Exchange Commission Release No. 34-39538 (January 12, 1998), this Statement is being filed by Credit Suisse AG (the "Bank"), a Swiss bank, on behalf of its subsidiaries to the extent that they conduct business as the

In accordance with Securities and Exchange Commission Release No. 34-39538 (January 12, 1998), this Statement is being filed by Credit Suisse AG (the "Bank"), a Swiss bank, on behalf of its subsidiaries to the extent that they conduct business as the Swiss Universal Bank, Asia Pacific, International Wealth Management, Global Markets, Investment Banking & Capital Markets and the Strategic Resolutio

February 1, 2021 SC 13G/A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 1)* Portman Ridge Finance Corporation (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 73688F102 (CUSIP Number) December 31, 2020 (Date of Event which Requires Filing of this Statement) Check the appropriate box to desi

January 27, 2021 EX-17.(B)

Consent of Keefe, Bruyette & Woods, Inc.*

Exhibit 17(b) CONSENT OF KEEFE, BRUYETTE & WOODS, INC. We hereby consent to the inclusion of our opinion letter to a special committee of the Board of Directors (the “Board”) of Harvest Capital Credit Corporation (“Harvest”), as Annex B to the Proxy Statement/Prospectus which forms a part of the Registration Statement on Form N-14 filed on the date hereof (the “Registration Statement”) relating to

January 27, 2021 EX-16

Power of Attorney*

Exhibit 16 PORTMAN RIDGE FINANCE CORPORATION POWER OF ATTORNEY Each of the undersigned officers and directors of Portman Ridge Finance Corporation, a corporation incorporated in Delaware (the “Company”), do constitute and appoint Edward Gilpin, Jason Schaefer, Patrick Schafer and Jason Roos as true and lawful attorneys and agents, with full power and authority (acting alone and without the other)

January 27, 2021 N-14 8C

- N-148C

TABLE OF CONTENTS As filed with the Securities and Exchange Commission on January 26, 2021 Registration No.

January 12, 2021 EX-99.1

Portman Ridge Finance Corporation Names Jason T. Roos As Chief Financial Officer

EX-99.1 Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Names Jason T. Roos As Chief Financial Officer NEW YORK, January 12, 2021 – Portman Ridge Finance Corporation (Nasdaq: PTMN) (the “Company” or “Portman Ridge”), a business development company, today announced that its Chief Financial Officer (CFO) and Treasurer, Edward (Ted) Gilpin, has communicated his plans to retire an

January 12, 2021 8-K

Regulation FD Disclosure, Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits - 8-K

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): January 7, 2021 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporatio

January 11, 2021 8-K/A

Financial Statements and Exhibits

8-K/A UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 8-K/A CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): October 28, 2020 Portman Ridge Finance Corporation (Exact Name of Registrant as Specified in Its Charter) Delaware 814-00735 20-5951150 (State or Other Jurisdiction of Incorporation) (Commission File Number) (IRS Employer Identification No.

January 11, 2021 EX-99.1

Report of Independent Registered Public Accounting Firm

EX-99.1 Exhibit 99.1 Report of Independent Registered Public Accounting Firm To the Shareholders and the Board of Directors of Garrison Capital Inc. and Subsidiaries Opinion on the Internal Control Over Financial Reporting We have audited Garrison Capital Inc. and Subsidiaries’ (the Company) internal control over financial reporting as of December 31, 2019, based on criteria established in Interna

January 6, 2021 425

Merger Prospectus - 425

425 Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 and deemed filed under Rule 14a-12 of the Securities Exchange Act of 1934 Subject Company: Harvest Capital Credit Corporation.

December 28, 2020 EX-2.2

Voting and Support Agreement, dated as of December 23, 2020 by and among Portman Ridge Finance Corporation, Joseph A. Jolson, Joseph A. Jolson Trust DTD 6/4/91 and Jolson Family Foundation (incorporated by reference to Exhibit 2.2 of the Current Report on Form 8-K, as filed on December 28, 2020 (File No. 814-00735))

EX-2.2 Exhibit 2.2 VOTING AND SUPPORT AGREEMENT THIS VOTING AND SUPPORT AGREEMENT, dated as of December 23, 2020 (this “Agreement”), between Portman Ridge Finance Corporation, a Delaware corporation (“Parent”), and the Persons listed on Schedule A (collectively, the “Stockholder”). Capitalized terms used but not defined herein shall have the meanings ascribed to them in the Merger Agreement (as de

December 28, 2020 EX-2.1

Agreement and Plan of Merger, dated as of December 23, 2020, by and among Portman Ridge Finance Corporation, Rye Acquisition Sub Inc., Harvest Capital Credit Corporation and Sierra Crest Investment Management LLC (incorporated by reference to Exhibit 2.1 of the Current Report on Form 8-K, as filed on December 28, 2020 (File No. 814-00735))

EX-2.1 Exhibit 2.1 EXECUTION VERSION AGREEMENT AND PLAN OF MERGER by and among PORTMAN RIDGE FINANCE CORPORATION, RYE ACQUISITION SUB INC., HARVEST CAPITAL CREDIT CORPORATION and SIERRA CREST INVESTMENT MANAGEMENT LLC Dated as of December 23, 2020 TABLE OF CONTENTS Article I THE MERGERS Section 1.1 The Mergers 2 Section 1.2 The Closing 2 Section 1.3 Effective Time 2 Section 1.4 Certificates of Inc

December 28, 2020 EX-2.3

Voting and Support Agreement, dated as of December 23, 2020 by and among Portman Ridge Finance Corporation and JMP Securities LLC (incorporated by reference to Exhibit 2.3 of the Current Report on Form 8-K, as filed on December 28, 2020 (File No. 814-00735))

EX-2.3 Exhibit 2.3 VOTING AND SUPPORT AGREEMENT THIS VOTING AND SUPPORT AGREEMENT, dated as of December 23, 2020 (this “Agreement”), between Portman Ridge Finance Corporation, a Delaware corporation (“Parent”), and JMP Securities LLC (the “Stockholder”). Capitalized terms used but not defined herein shall have the meanings ascribed to them in the Merger Agreement (as defined below). RECITALS WHERE

December 28, 2020 8-K

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Other Events - 8-K

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 23, 2020 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (Commission File Number) (IRS Employer Identification No.

December 28, 2020 425

Merger Prospectus - 425

425 Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 and deemed filed under Rule 14a-12 of the Securities Exchange Act of 1934 Subject Company: Harvest Capital Credit Corporation Commission File No.

December 28, 2020 425

Merger Prospectus - 425

425 Filed by Portman Ridge Finance Corporation pursuant to Rule 425 under the Securities Act of 1933 and deemed filed under Rule 14a-12 of the Securities Exchange Act of 1934 Subject Company: Harvest Capital Credit Corporation.

December 28, 2020 EX-99.1

Harvest Capital Credit Corporation to Merge into Portman Ridge Finance Corporation Combined Entity Will be Managed by an Affiliate of BC Partners Advisors L.P.; Companies to Host Conference Call at 8:30 AM ET on December 24, 2020 to Discuss

EX-99.1 Exhibit 99.1 FOR IMMEDIATE RELEASE Harvest Capital Credit Corporation to Merge into Portman Ridge Finance Corporation Combined Entity Will be Managed by an Affiliate of BC Partners Advisors L.P.; Companies to Host Conference Call at 8:30 AM ET on December 24, 2020 to Discuss NEW YORK, December 23, 2020 – Harvest Capital Credit Corporation (NASDAQ: HCAP) (“HCAP”) and Portman Ridge Finance C

December 28, 2020 425

Merger Prospectus - 425

425 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 23, 2020 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporation) (Commission File Number) (IRS Employer Identification No.

November 10, 2020 EX-99.1

Portman Ridge Finance Corporation Announces Third Quarter 2020 Financial Results

EX-99.1 Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Announces Third Quarter 2020 Financial Results NEW YORK, Nov. 9, 2020 — Portman Ridge Finance Corporation (Nasdaq: PTMN) (the “Company” or “Portman Ridge”) announced today its third quarter 2020 financial results. Financial Highlights • Net investment income for the third quarter ended September 30, 2020 was approximately

November 10, 2020 8-K

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition - 8-K

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 9, 2020 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporati

November 9, 2020 10-Q

Quarterly Report - 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2020 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 814-00735 Portman Ridge Finance C

October 28, 2020 8-K

Regulation FD Disclosure, Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits, Completion of Acquisition or Disposition of Assets - 8-K

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): October 28, 2020 Portman Ridge Finance Corporation (Exact Name of Registrant as Specified in Its Charter) Delaware 814-00735 20-5951150 (State or Other Jurisdiction of Incorporation) (Commission File Number) (IRS Employer Identification No.

October 28, 2020 EX-99.1

Portman Ridge Finance Corporation Closes Merger with Garrison Capital Inc.

EX-99.1 Exhibit 99.1 FOR IMMEDIATE RELEASE Portman Ridge Finance Corporation Closes Merger with Garrison Capital Inc. • Combined company estimated to have total assets of approximately $638 million • Third strategic transaction closed by Portman Ridge in two years NEW YORK, October 28, 2020 – Portman Ridge Finance Corporation (Nasdaq: PTMN) (the “Company” or “PTMN”) and Garrison Capital Inc. (form

October 20, 2020 8-K

Submission of Matters to a Vote of Security Holders - 8-K

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 20, 2020 (October 19, 2020) Portman Ridge Finance Corporation (Exact Name of Registrant as Specified in Its Charter) Delaware 814-00735 20-5951150 (State or Other Jurisdiction of Incorporation) (Commission File Number) (IRS Employer Identification No.

October 20, 2020 EX-99.1

Portman Ridge Finance Corporation Announces Distribution of $0.06 per Share

EX-99.1 Exhibit 99.1 Portman Ridge Finance Corporation Announces Distribution of $0.06 per Share October 16, 2020 NEW YORK—(BUSINESS WIRE)—Oct. 16, 2020—Portman Ridge Finance Corporation (Nasdaq: PTMN) (the “Company” or “Portman Ridge”), a business development company, today announced that its Board of Directors approved a cash distribution of $0.06 per share of common stock for the fiscal quarter

October 20, 2020 8-K

Regulation FD Disclosure, Financial Statements and Exhibits - 8-K

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 16, 2020 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorporati

October 2, 2020 424B3

PORTMAN RIDGE FINANCE CORPORATION Supplement No. 1, dated October 2, 2020, to the Joint Proxy Statement/Prospectus, dated September 1, 2020

424B3 Filed Pursuant to Rule 424(b)(3) Registration No. No. 333-239920 PORTMAN RIDGE FINANCE CORPORATION Supplement No. 1, dated October 2, 2020, to the Joint Proxy Statement/Prospectus, dated September 1, 2020 This supplement contains information that amends, supplements or modifies certain information contained in the accompanying joint proxy statement/prospectus of Portman Ridge Finance Corpora

September 24, 2020 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers - 8-K

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): September 18, 2020 Portman Ridge Finance Corporation (Exact name of registrant as specified in its charter) Delaware 814-00735 20-5951150 (State or other jurisdiction of incorpora

September 1, 2020 424B3

PORTMAN RIDGE FINANCE CORPORATION 650 Madison Avenue, 23rd Floor New York, NY 10022 MERGER PROPOSED—YOUR VOTE IS VERY IMPORTANT

424B3 Table of Contents Filed Pursuant to Rule 424(b)(3) Registration Statement No.

August 28, 2020 EX-99.14(C)

Consent of RSM US LLP (Garrison Capital Inc.)*

Exhibit 14(c) Exhibit 14(c) Consent of Independent Registered Public Accounting Firm We consent to the incorporation by reference in this Registration Statement on Form N-14 of Portman Ridge Finance Corporation of our reports dated March 16, 2020 relating to our audit of the consolidated financial statements and internal control over financial reporting of Garrison Capital Inc.

August 28, 2020 CORRESP

* * * * *

August 28, 2020 VIA EDGAR Securities and Exchange Commission Division of Investment Management 100 F Street, N.

August 28, 2020 CORRESP

August 28, 2020

August 28, 2020 VIA EDGAR Securities and Exchange Commission Division of Investment Management 100 F Street, N.

August 28, 2020 EX-99.14(A)

Consent of KPMG LLP (Portman Ridge Finance Corporation)*

Exhibit 14(a) Exhibit 14(a) Consent of Independent Registered Public Accounting Firm The Board of Directors Portman Ridge Finance Corporation: We consent to the use of our reports dated March 6, 2020 with respect to the consolidated financial statements and financial highlights as of and for the year ended December 31, 2019 and the effectiveness of internal controls over financial reporting as of December 31, 2019 incorporated by reference herein, and our report dated August 28, 2020 on the senior securities information as of and for the year ended December 31, 2019 included herein, and to the references to our firm under the headings “Senior Securities of PTMN” and “Experts” in the Registration Statement on Form N-14.

August 28, 2020 EX-99.17(C)

Consent of Keefe, Bruyette & Woods, Inc.*

Exhibit 17(c) Exhibit 17(c) CONSENT OF KEEFE, BRUYETTE & WOODS, INC. We hereby consent to the inclusion of our opinion letter to (i) a special committee of the Board of Directors (the “Board”) of Garrison Capital Inc. (“Garrison”) and (ii) the Board of Garrison, as Annex B to the Joint Proxy Statement/Prospectus which forms a part of Pre-Effective Amendment No. 1 to the Registration Statement on F

August 28, 2020 EX-99.11

Opinion and Consent of Simpson Thacher & Bartlett LLP with respect to the legality of shares*

Exhibit 11 Exhibit 11 August 28, 2020 Portman Ridge Finance Corporation 650 Madison Avenue 23rd Floor New York, New York 10022 Ladies and Gentlemen: We have acted as counsel to Portman Ridge Finance Corporation, a Delaware corporation (the “Company”), in connection with the Registration Statement on Form N-14 (the “Registration Statement”) filed by the Company with the Securities and Exchange Commission (the “Commission”) under the Securities Act of 1933, as amended (the “Act”), relating to the issuance by the Company of an aggregate of 34,996,178 shares of Common Stock, par value $0.

August 28, 2020 EX-99.14(B)

Consent of Ernst & Young LLP (Portman Ridge Finance Corporation)*

Exhibit 14(b) Exhibit 14(b) CONSENT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM We consent to the reference to our firm under the captions “Experts”, “Senior Securities of PTMN” and to the use of our reports (a) dated February 26, 2019, with respect to the consolidated financial statements of Portman Ridge Finance Corporation (formerly known as “KCAP Financial, Inc.

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