Item 1.01. Entry into a Material Definitive Agreement.
On July 15, 2021, Saratoga
Investment Corp. (the “Company”) entered into an underwriting agreement (the “Underwriting Agreement”)
by and among the Company, Saratoga Investment Advisors, LLC and Raymond James & Associates, Inc., as representative of the several
underwriters named in Exhibit A thereto, in connection with the issuance and sale of $125,000,000 million aggregate principal amount of
the Company’s 4.375% Notes due 2026 (the “New Notes” and the issuance and sale of the New Notes, the “Offering”).
The New Notes will be
issued as additional notes under the Base Indenture, dated May 10, 2013 (the “Base Indenture”), between the
Company and U.S. Bank National Association (the “Trustee”), as supplemented by the Eighth Supplemental Indenture,
dated March 10, 2021 (the “Eighth Supplemental Indenture”; and together with the Base Indenture, the “Indenture”),
pursuant to which the Company issued $50,000,000 aggregate principal amount of the 4.375% Notes due 2026 (the “Existing Notes”)
on March 10, 2021. The New Notes will be treated as a single series with the Existing Notes under the Indenture and will have the same
terms as the Existing Notes. The New Notes will have the same CUSIP number and will be fungible and rank equally with the Existing Notes.
Upon issuance of the New Notes, the outstanding aggregate principal amount of the Company’s 4.375% Notes due 2026 will be $175,000,000.
The New Notes will bear
interest at a rate of 4.375% per year payable semi-annually in arrears on February 28 and August 28 of each year, beginning on August
28, 2021. The New Notes will mature on February 28, 2026, and may be redeemed in whole or in part at the Company’s option at any
time prior to November 28, 2025 at par plus a “make-whole” premium, and thereafter at par.
The Company intends to
use the net proceeds from the Offering to redeem all of its outstanding 6.25% fixed-rate notes due 2025, repay the outstanding indebtedness
under the Company’s senior secured revolving credit facility (the “Credit Facility”), make investments
in middle-market companies (including investments made through Saratoga Investment Corp. SBIC LP and Saratoga Investment Corp. SBIC II
LP, each a wholly owned subsidiary of the Company that is licensed as a small business investment company) in accordance with the Company’s
investment objective and strategies and for general corporate purposes.
The New Notes are the
direct unsecured obligations of the Company and rank pari passu with all existing and future unsubordinated unsecured indebtedness
issued by the Company, senior to any of the Company’s future indebtedness that expressly provides it is subordinated to the New
Notes, effectively subordinated to all of the existing and future secured indebtedness issued by the Company (including indebtedness that
is initially unsecured in respect of which the Company subsequently grants security), to the extent of the value of the assets securing
such indebtedness, including, without limitation, borrowings under the Credit Facility, and structurally subordinated to all existing
and future indebtedness and other obligations of any of the Company’s subsidiaries.
The Indenture contains
certain covenants, including certain covenants requiring the Company to comply with Section 18(a)(1)(A) as modified by Section 61(a)(2)
of the Investment Company Act of 1940, as amended (the “1940 Act”), or any successor provisions, whether or
not the Company continues to be subject to such provisions of the 1940 Act, but giving effect, in either case, to any exemptive relief
granted to the Company by the U.S. Securities and Exchange Commission (the “SEC”), to agree that for the period
of time during which the New Notes are outstanding, the Company will not declare any dividend (except a dividend payable in our stock),
or declare any other distribution, upon a class of our capital stock, or purchase any such capital stock, unless, in every such case,
at the time of the declaration of any such dividend or distribution, or at the time of any such purchase, the Company has an asset coverage
(as defined in the 1940 Act) of at least the threshold specified in Section 18(a)(1)(B) as modified by such provisions of Section 61(a)(2)
of the 1940 Act as may be applicable to the Company from time to time or any successor provisions thereto of the 1940 Act, as such obligation
may be amended or superseded, after deducting the amount of such dividend, distribution or purchase price, as the case may be, and in
each case giving effect to (i) any exemptive relief granted to the Company by the SEC, and (ii) any SEC no-action relief granted by the
SEC to another business development company (“BDC”) (or to the Company if it determines to seek such similar
no-action or other relief) permitting the BDC to declare any cash dividend or distribution notwithstanding the prohibition contained in
Section 18(a)(1)(B) as modified by such provisions of Section 61(a)(2) of the 1940 Act as may be applicable to the Company from time to
time. These covenants are subject to important limitations and exceptions that are described in the Indenture.
In addition, holders of
the New Notes can require the Company to repurchase some or all of the New Notes at a purchase price equal to 100% of their principal
amount, plus accrued and unpaid interest to, but not including, the repurchase date upon the occurrence of a “Change of Control
Repurchase Event,” as defined in the Eighth Supplemental Indenture.
The Offering was made
pursuant to the Company’s effective shelf registration statement on Form N-2 (File No. 333-256366) previously filed with
the SEC, the prospectus supplement dated July 15, 2021, and the pricing term sheet filed with the SEC on July 15, 2021. The transaction
closed on July 20, 2021. The net proceeds to the Company were approximately $123.5 million, based on the public offering price of 101.00%
of the aggregate principal amount of the New Notes, after deducting the underwriting discount of $2.5 million and the estimated offering
expenses of approximately $225,000 payable by the Company.
This Current Report on Form 8-K shall not constitute
an offer to sell or a solicitation of an offer to buy any securities, nor shall there be any sale of these securities in any state or
jurisdiction in which such an offer, solicitation or sale would be unlawful prior to registration or qualification under the securities
laws of any such state or other jurisdiction.
The foregoing description
of the Underwriting Agreement, the Eighth Supplemental Indenture, and the New Notes do not purport to be complete and are qualified in
their entirety by reference to the full text of the Underwriting Agreement, the Eighth Supplemental Indenture, and the form of global
note representing the New Notes, respectively, each filed or incorporated by reference as exhibits hereto and incorporated by reference
herein.