Red Oak Capital Intermediate Income Fund, LLC Sample Contracts

RED OAK CAPITAL INTERMEDIATE INCOME FUND, LLC a Delaware limited liability company AND UMB Bank, N.A. Trustee INDENTURE Dated as of __________, 2020 Debt Securities INDENTURE
Red Oak Capital Intermediate Income Fund, LLC • November 24th, 2020 • Real estate • Delaware

INDENTURE, dated as of _________, 2020, between RED OAK CAPITAL INTERMEDIATE INCOME FUND, LLC, a Delaware limited liability company (the “Company”), and UMB Bank, N.A., a national banking association, as trustee (the “Trustee”):

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PLEDGE AND SECURITY AGREEMENT
Pledge and Security Agreement • September 1st, 2020 • Red Oak Capital Intermediate Income Fund, LLC • Real estate • Delaware

This Pledge and Security Agreement (this “Security Agreement”) is entered into as of __________, 2020, by and among Red Oak Capital Intermediate Income Fund, LLC, a Delaware limited liability company (“Grantor”), and UMB Bank, N.A., in its capacity as indenture trustee under the Indenture (as defined below) and collateral agent hereunder (the “Trustee”), for the benefit of the holders of Senior Secured Bonds or (“Bonds”) issued by Grantor under the Indenture (as defined in the Indenture).

Date: _____________ , 2020 Crescent Securities Group, Inc. Dallas, Texas 75231
Red Oak Capital Intermediate Income Fund, LLC • September 1st, 2020 • Real estate • Michigan

This letter sets forth the agreement (“Agreement”) among Red Oak Capital Intermediate Income Fund, LLC, a Delaware limited liability company (the “Company”) and Crescent Securities Group, Inc., a Texas corporation (“Crescent”), the “Managing Broker-Dealer/Underwriter” or “MBD/U”), regarding the offering and sale by the Company of up to $50,000,000 of Bonds (the “Securities”) to be issued by the Company (the “Offering”).

RED OAK CAPITAL INTERMEDIATE INCOME FUND, LLC a Delaware limited liability company AND UMB Bank, N.A. Trustee INDENTURE Dated as of __________, 2020 Debt Securities
Indenture • September 1st, 2020 • Red Oak Capital Intermediate Income Fund, LLC • Real estate • Delaware

INDENTURE, dated as of _________, 2020, between RED OAK CAPITAL INTERMEDIATE INCOME FUND, LLC, a Delaware limited liability company (the “Company”), and UMB Bank, N.A., a national banking association, as trustee (the “Trustee”):

LIMITED LIABILITY COMPANY AGREEMENT OF RED OAK CAPITAL INTERMEDIATE INCOME FUND, LLC
Limited Liability Company Agreement • July 21st, 2020 • Red Oak Capital Intermediate Income Fund, LLC • Delaware

This Limited Liability Company Agreement, dated June 24, 2020, of Red Oak Capital Intermediate Income Fund, LLC, a Delaware limited liability company (the “Company”), is entered into by the Company and Red Oak Capital Participation Fund GP, LLC, a Delaware limited liability company, the sole member of the Company (the “Member”).

THIRD SUPPLEMENTAL INDENTURE
Third Supplemental Indenture • March 4th, 2024 • Red Oak Capital Intermediate Income Fund, LLC • Real estate

THIS THIRD SUPPLEMENTAL INDENTURE (the “Third Supplemental Indenture”) is entered into as of the __ day of _____, 2024, by and among Red Oak Capital Intermediate Income Fund, LLC, a Delaware limited liability company (“Company”), and UMB Bank, N.A., in its capacity as indenture trustee under the Indenture (as defined below) (“Trustee”).

RED OAK CAPITAL INTERMEDIATE INCOME FUND, LLC SUBSCRIPTION AGREEMENT INSTRUCTION PAGE
Subscription Agreement • September 1st, 2020 • Red Oak Capital Intermediate Income Fund, LLC • Real estate • Delaware

We, Red Oak Capital Intermediate Income Fund, LLC (“we,” “our,” “us,” or the “Company”), are offering a maximum of $50,000,000 in the aggregate of our 6.0% senior secured bonds (the “Bonds”) pursuant to the offering circular (the “Offering Circular”) dated [______], 20__ (the “Offering”). The purchase price per Bond is $1,000, with a minimum purchase amount of $50,000. The Bonds may be purchased solely by subscribers described under “Plan of Distribution – Eligibility to Purchase Bonds” in the Offering Circular.

FIRST SUPPLEMENTAL INDENTURE
First Supplemental Indenture • May 25th, 2023 • Red Oak Capital Intermediate Income Fund, LLC • Real estate

THIS FIRST SUPPLEMENTAL INDENTURE (the “First Supplemental Indenture”) is entered into as of the 24th day of May, 2023, by and among Red Oak Capital Intermediate Income Fund, LLC, a Delaware limited liability company (“Company”), and UMB Bank, N.A., in its capacity as indenture trustee under the Indenture (as defined below) (“Trustee”).

LOAN PARTICIPATION AGREEMENT
Loan Participation Agreement • February 4th, 2022 • Red Oak Capital Intermediate Income Fund, LLC • Real estate • Michigan

THIS LOAN PARTICIPATION AGREEMENT (the “Agreement”) made to be effective as of the 31 day of January, 2022, by and between Red Oak Capital Fund II, LLC, a Delaware limited liability company, having its main offices at 625 Kenmoor Ave SE Suite 200, Grand Rapids, MI 49546 (“Lead Lender”); and Red Oak Capital Intermediate Income Fund, LLC, a Delaware limited liability company, having its main office located at 625 Kenmoor Ave SE Suite 200, Grand Rapids, MI 49546 (“Participant”) and Lead Lender and Participant collectively being referred to as “Lenders” when no distinction is required.

SECOND SUPPLEMENTAL INDENTURE
Second Supplemental Indenture • July 11th, 2023 • Red Oak Capital Intermediate Income Fund, LLC • Real estate

THIS SECOND SUPPLEMENTAL INDENTURE (the “Second Supplemental Indenture”) is entered into as of the __ day of July, 2023, by and among Red Oak Capital Intermediate Income Fund, LLC, a Delaware limited liability company (“Company”), and UMB Bank, N.A., in its capacity as indenture trustee under the Indenture (as defined below) (“Trustee”).

RED OAK CAPITAL INTERMEDIATE INCOME FUND, LLC SUBSCRIPTION AGREEMENT INSTRUCTION PAGE
Subscription Agreement • January 4th, 2022 • Red Oak Capital Intermediate Income Fund, LLC • Real estate • Delaware

We, Red Oak Capital Intermediate Income Fund, LLC (“we,” “our,” “us,” or the “Company”), are offering a maximum of $75,000,000 in the aggregate of our 6.0% senior secured bonds (the “Bonds”) pursuant to the offering circular (the “Offering Circular”) dated December 28, 2020 (the “Offering”). The purchase price per Bond is $1,000, with a minimum purchase amount of $10,000. The Bonds may be purchased solely by subscribers described under “Plan of Distribution – Eligibility to Purchase Bonds” in the Offering Circular.

FIRST AMENDMENT TO MANAGING BROKER-DEALER/UNDERWRITER AGREEMENT
Broker-Dealer/Underwriter Agreement • January 4th, 2022 • Red Oak Capital Intermediate Income Fund, LLC • Real estate • Texas

THIS FIRST AMENDMENT TO MANAGING BROKER-DEALER/UNDERWRITER AGREEMENT (this “First Amendment”) dated as of December 30, 2021, is made by and between Red Oak Capital Intermediate Income Fund, LLC, a Delaware limited liability company (the “Company”), and Crescent Securities Group, Inc., a Texas corporation (“Crescent”).

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