Annual report [Section 13 and 15(d), not S-K Item 405]

INVESTMENTS

v3.25.3
INVESTMENTS
12 Months Ended
Sep. 30, 2025
Investments, Debt and Equity Securities [Abstract]  
INVESTMENTS INVESTMENTS
In accordance with ASC 820, the fair value of each investment is determined to be the price that would be received for an investment in a current sale, which assumes an orderly transaction between willing market participants on the measurement date. This fair value definition focuses on exit price in the principal, or most advantageous, market and prioritizes, within a measurement of fair value, the use of market-based inputs over entity-specific inputs. ASC 820 also establishes the following three-level hierarchy for fair value measurements based upon the transparency of inputs to the valuation of a financial instrument as of the measurement date.
Level 1 — inputs to the valuation methodology are quoted prices (unadjusted) for identical financial instruments in active markets;
Level 2 — inputs to the valuation methodology include quoted prices for similar financial instruments in active or inactive markets, and inputs that are observable for the financial instrument, either directly or indirectly, for substantially the full term of the financial instrument. Level 2 inputs are those in markets for which there are few transactions, the prices are not current, little public information exists or instances where prices vary substantially over time or among brokered market makers; and
Level 3 — inputs to the valuation methodology are unobservable and significant to the fair value measurement. Unobservable inputs are those inputs that reflect assumptions that market participants would use when pricing the financial instrument and can include the Valuation Team’s assumptions based upon the best available information.
When a determination is made to classify our investments within Level 3 of the valuation hierarchy, such determination is based upon the significance of the unobservable factors to the overall fair value measurement. However, Level 3 financial instruments typically include, in addition to the unobservable, or Level 3, inputs, observable inputs (or components that are actively quoted and can be validated to external sources). The level in the fair value hierarchy within which the fair value measurement falls is determined based on the lowest level input that is significant to the fair value measurement. Investments in funds measured using NAV as a practical expedient are not categorized within the fair value hierarchy.
As of September 30, 2025, all of our investments were valued using Level 3 inputs within the ASC 820 fair value hierarchy, except for our investments in money market funds, which were valued using Level 1 inputs and our investments in Gladstone Alternative Income Fund (“Gladstone Alternative”) and Leeds Novamark Capital I, L.P. (“Leeds”), which were valued using NAV as a practical expedient. As of September 30, 2024, all of our investments were valued using Level 3 inputs within the ASC 820 fair value hierarchy, except for our investments in money market funds, which were valued using Level 1 inputs and our investment in Leeds, which was valued using NAV as a practical expedient.
We transfer investments in and out of Level 1, 2, and 3 of the valuation hierarchy as of the beginning balance sheet date, based on changes in the use of observable and unobservable inputs utilized to perform the valuation for the period. During the years ended September 30, 2025 and 2024, there were no investments transferred into or out of Levels 1, 2 or 3 of the valuation hierarchy.
As of September 30, 2025 and 2024, our investments, by security type, at fair value were categorized as follows within the ASC 820 fair value hierarchy:

Fair Value Measurements
Quoted Prices in
Active Markets
for Identical
Assets
(Level 1)
Significant
Other
Observable
Inputs
(Level 2)
Significant
Unobservable
Inputs
(Level 3)
Fair Value
As of September 30, 2025:
Secured first lien debt
$ —  $ —  $ 622,371  $ 622,371 
Secured second lien debt
—  —  150,542  150,542 
Unsecured debt
—  — 

333 

333 
Preferred equity
—  — 

31,214 

31,214 
Common equity/equivalents
— 

—  49,553  49,553 
Total
$   $   $ 854,013  $ 854,013 
Investments measured at NAV(A)
—  —  —  5,111 
Total Investments
$   $   $ 854,013  $ 859,124 
Cash Equivalents
31,774  —  —  31,774 
Total Investments and Cash Equivalents as of September 30, 2025
$ 31,774  $   $ 854,013  $ 890,898 
Fair Value Measurements
Quoted Prices in
Active Markets
for Identical
Assets
(Level 1)
Significant
Other
Observable
Inputs
(Level 2)
Significant
Unobservable
Inputs
(Level 3)
Fair Value
As of September 30, 2024:
Secured first lien debt
$ —  $ —  $ 554,937  $ 554,937 
Secured second lien debt
—  —  113,716  113,716 
Unsecured debt
—  — 

32 

32 
Preferred equity
—  — 

31,346 

31,346 
Common equity/equivalents
— 

—  96,191  96,191 
Total
$   $   $ 796,222  $ 796,222 
Investments measured at NAV(A)
—  —  —  38 
Total Investments
$   $   $ 796,222  $ 796,260 
Cash Equivalents
2,157  —  —  2,157 
Total Investments and Cash Equivalents as of September 30, 2024
$ 2,157  $   $ 796,222  $ 798,417 
(A)Includes our investments in Gladstone Alternative and Leeds as of September 30, 2025 and our investment in Leeds as of September 30, 2024. Investments that are measured at fair value using NAV as a practical expedient have not been categorized in the fair value hierarchy. The fair value amounts presented in this table are intended to permit reconciliation of the fair value hierarchy to the amounts presented elsewhere in this annual report.
The following table presents our portfolio investments, valued using Level 3 inputs within the ASC 820 fair value hierarchy and carried at fair value as of September 30, 2025 and 2024 by caption on our accompanying Consolidated Statements of Assets and Liabilities, and by security type:
Total Recurring Fair Value
Measurements Reported in
Consolidated Statements of Assets
and Liabilities
Using Significant
Unobservable Inputs (Level 3)
September 30,
2025
September 30,
2024
Non-Control/Non-Affiliate Investments
Secured first lien debt $ 517,762  $ 540,661 
Secured second lien debt 131,750  105,169 
Unsecured debt 17  32 
Preferred equity 16,794  27,247 
Common equity/equivalents 29,958 
(A)
77,757 
(B)
Total Non-Control/Non-Affiliate Investments $ 696,281  $ 750,866 
Affiliate Investments
Secured first lien debt $ 34,713  $ 380 
Preferred equity 9,420  4,099 
Common equity/equivalents 4,703  2,959 
Total Affiliate Investments $ 48,836  $ 7,438 
Control Investments
Secured first lien debt $ 69,896  $ 13,896 
Secured second lien debt 18,792  8,547 
Unsecured debt 316  — 
Preferred equity 5,000  — 
Common equity/equivalents 14,892  15,475 
Total Control Investments $ 108,896  $ 37,918 
Total Investments at Fair Value Using Level 3 Inputs $ 854,013  $ 796,222 

(A)Excludes our investments in Gladstone Alternative and Leeds with fair values of $5.1 million and $36 thousand, respectively, as of September 30, 2025, which were valued using NAV as a practical expedient.
(B)Excludes our investment in Leeds with a fair value of $38 thousand as of September 30, 2024, which was valued using NAV as a practical expedient.
In accordance with ASC 820, the following table provides quantitative information about our Level 3 fair value measurements of our investments as of September 30, 2025 and 2024. The table below is not intended to be all-inclusive, but rather provides information on the significant Level 3 inputs as they relate to our fair value measurements. The weighted average calculations in the table below are based on the principal balances for all debt related calculations and on the cost basis for all equity related calculations for the particular input.
Quantitative Information about Level 3 Fair Value Measurements
Range / Weighted Average as of
September 30,
2025
September 30,
2024
Valuation
Techniques/
Methodologies
Unobservable
Input
September 30,
2025
September 30,
2024
Secured first lien debt $ 548,670  $ 464,090  Yield Analysis Discount Rate
9.4%–19.8% / 11.7%
10.8%–17.3% / 12.6%
73,701  90,847  TEV EBITDA multiple
3.5x–8.0x / 6.0x
4.1x–13.9x / 10.0x
EBITDA
$538–$4,655 / $3,540
$3,020–$16,211 / $10,309
Revenue multiple
0.6x–0.8x / 0.7x
0.2x–4.6x / 2.1x
Revenue
$10,844–$21,649 / $15,090
$6,336–$21,118 / $13,981
Secured second lien debt 141,750  101,928  Yield Analysis Discount Rate
11.4%–15.2% / 13.1%
12.2%—16.0% / 14.1%
  3,241  Market Quote IBP N/A
88.0%–88.0% / 88.0%
8,792  8,547  TEV EBITDA multiple
5.4x–5.4x / 5.4x
5.4x–5.4x / 5.4x
EBITDA
$2,345–$2,345 / $2,345
$3,343–$3,343 / $3,343
Unsecured debt 333  32  TEV EBITDA multiple
8.0x–8.0x / 8.0x
0.0x–0.0x / 0.0x
EBITDA
$3,804–$3,804 / $3,804
$0–$0 / $0
Revenue multiple
0.9x–0.9x / 0.9x
1.0x–1.0x / 1.0x
Revenue
$4,846–$4,846 / $4,846
$7,834–$7,834 / $7,834
Preferred and common equity / equivalents(A)
80,767  127,537  TEV EBITDA multiple
3.5x–14.6x / 6.8x
4.1x–13.9x / 8.0x
EBITDA
$538–$142,549 / $10,222
$1,182–$144,458 / $10,847
Revenue multiple
0.6x–0.9x / 0.7x
0.2x–4.6x / 2.0x
Revenue
$4,846–$21,649 / $12,394
$4,672–$21,118 / $12,587
Total Level 3 Investments, at Fair Value $ 854,013  $ 796,222 

(A)Fair value as of September 30, 2025 includes one proprietary equity investment totaling $2.2 million, which was valued using the payoff amount as the unobservable input. Fair value as of September 30, 2025 excludes our investments in Gladstone Alternative and Leeds with fair values of $5.1 million and $36 thousand, respectively, which were valued using NAV as a practical expedient. Fair value as of September 30, 2024 excludes our investment in Leeds with a fair value of $38 thousand, which was valued using NAV as a practical expedient.
Fair value measurements can be sensitive to changes in one or more of the valuation inputs. Changes in discount rates, EBITDA or EBITDA multiples (or revenue or revenue multiples), each in isolation, may change the fair value of certain of our investments. Generally, an increase/(decrease) in market yields, discount rates, or a (decrease)/increase in EBITDA or EBITDA multiples (or revenue or revenue multiples) may result in a (decrease)/increase, respectively, in the fair value of certain of our investments.
Changes in Level 3 Fair Value Measurements of Investments
The following tables provide the changes in fair value, broken out by security type, during the years ended September 30, 2025 and 2024 for all investments for which we determine fair value using unobservable (Level 3) inputs.
Fair Value Measurements Using Significant Unobservable Inputs (Level 3)
Year Ended September 30, 2025 Secured First
Lien Debt
Secured
Second
Lien Debt
Unsecured
Debt
Preferred
Equity
Common
Equity/
Equivalents
Total
Fair Value as of September 30, 2024 $ 554,937  $ 113,716  $ 32  $ 31,346  $ 96,191  $ 796,222 
Total gains (losses):
Net realized gain (loss)(A)
(8,513) —  —  (946) 64,827  55,368 
Net unrealized appreciation (depreciation)(B)
(7,573) 285  (56) 6,510  7,179  6,345 
Reversal of prior period net depreciation (appreciation) on realization(B)
9,612  295  —  946  (60,010) (49,157)
New investments, repayments and settlements:(C)
Issuances/originations 322,603  57,958  357  12,762  3,026  396,706 
Settlements/repayments (240,195) (21,712) —  —  —  (261,907)
Net proceeds from sales —  —  —  (19,404) (70,160) (89,564)
Transfers (8,500) —  —  —  8,500  — 
Fair Value as of September 30, 2025 $ 622,371  $ 150,542  $ 333  $ 31,214  $ 49,553  $ 854,013 
Fair Value Measurements Using Significant Unobservable Inputs (Level 3)
Year Ended September 30, 2024 Secured First
Lien Debt
Secured
Second Lien
Debt
Unsecured
Debt
Preferred
Equity
Common
Equity/
Equivalents
Total
Fair Value as of September 30, 2023 $ 510,701  $ 127,854  $ 24  $ 26,855  $ 39,128  $ 704,562 
Total gains (losses):
Net realized gain (loss)(A)
(50) —  —  332  1,724  2,006 
Net unrealized appreciation (depreciation)(B)
(7,071) 2,445  (5,039) 52,781  43,124 
Reversal of prior period net depreciation (appreciation) on realization(B)
(53) (22) —  130  (283) (228)
New investments, repayments and settlements:(C)
Issuances/originations 131,462  36,978  —  10,150  4,585  183,175 
Settlements/repayments (80,102) (53,539) —  —    (133,641)
Net proceeds from sales 50  —  —  (1,082) (1,744) (2,776)
Transfers —  —  —    —  — 
Fair Value as of September 30, 2024 $ 554,937  $ 113,716  $ 32  $ 31,346  $ 96,191  $ 796,222 
(A)Included in net realized gain (loss) on investments on our accompanying Consolidated Statements of Operations for the corresponding period.
(B)Included in net unrealized appreciation (depreciation) on investments on our accompanying Consolidated Statements of Operations for the corresponding period.
(C)Includes increases in the cost basis of investments resulting from new portfolio investments, accretion of discounts, PIK, and other non-cash disbursements to portfolio companies, as well as decreases in the cost basis of investments resulting from principal repayments or sales, the amortization of premiums and acquisition costs and other cost-basis adjustments.
Investment Activity
Proprietary Investments
As of September 30, 2025 and 2024, we held 54 and 47 proprietary investments with an aggregate fair value of $859.1 million and $792.9 million, or 100.0% and 99.6% of the total portfolio at fair value, respectively. The following significant proprietary investment transactions occurred during the year ended September 30, 2025:
In October 2024, our $15.0 million debt investment in Perimeter Solutions Group paid off at par. We also received a $0.5 million prepayment penalty in conjunction with the payoff.
In October 2024, our investment in Antenna Research Associates, Inc. was sold, which resulted in a net realized gain on our common equity of approximately $59.3 million and the repayment of our debt investment of $31.3 million at par.
In November 2024, we invested an additional $28.9 million in Giving Home Healthcare, LLC (“Giving Home”), an existing portfolio company, through secured first lien debt. In June 2025, we invested an additional $7.0 million in Giving Home through secured first lien debt.
In November 2024, we invested $10.5 million in Wings ‘N More Restaurants, LLC (“Wings”) through secured first lien debt. We also extended Wings a $1.5 million secured first lien line of credit commitment and a $5.0 million secured first lien delayed draw term loan commitment, both of which were unfunded at close.
In November 2024, our $22.3 million debt investment in ENET Holdings, LLC paid off at par.
In December 2024, we invested $42.8 million in Vet’s Choice Radiology, LLC through secured first lien debt.
In December 2024, we invested $28.9 million in Pan-Am Dental, LLC through secured second lien debt and preferred equity.
In December 2024, we invested $15.0 million in Freedom Dental Management, Inc. through secured first lien debt.
In December 2024, we invested $5.0 million in Tube Bending Technology, LLC through secured second lien debt.
In December 2024, we invested $5.0 million in Gladstone Alternative, one of our affiliated funds, through common equity.
In December 2024, our investment in Salt and Straw, LLC, paid off which resulted in a realized gain of approximately $2.5 million on our preferred equity and the repayment of our debt investment of $10.9 million at par. We also received a $0.1 million prepayment penalty in conjunction with the payoff. We continue to hold warrants for common equity in Salt and Straw, LLC.
In December 2024, we sold our debt investments in DKI Ventures, LLC, which resulted in a net realized loss on our debt of approximately $4.1 million.
In January 2025, our $20.6 million debt investment in Fix-It Group, LLC paid off at par. We also received a $0.1 million prepayment penalty.
In January 2025, our $5.4 million debt investment in Sokol and Company, LLC (“Sokol”) paid off at par. Additionally, in February 2025, a portion of our common equity investment in Sokol was sold, representing a return of our equity cost basis of $1.1 million and a realized gain of $4.7 million.
In February 2025, we invested $18.9 million in Dutch Gold Honey, Inc. through secured second lien debt and common equity.
In February 2025, we invested $19.4 million in Viron International, LLC through secured first lien debt and common equity.
In March 2025, we received a $6.0 million partial repayment on our debt investment in Viva Railings, LLC.
In March 2025, we exited our investment in MCG Energy Solutions, LLC, which resulted in a realized gain on our preferred equity investment of approximately $3.0 million and the repayment of our debt investment of $20.4 million at par.
In April 2025, our $42.2 million debt investment in SpaceCo Holdings, LLC paid off at par.
In April 2025, our investment in Eegees, LLC was restructured as part of the bankruptcy process resulting in a new $12.8 million first lien debt investment and a new $8.5 million common equity investment in Eegee Acquisition Corporation. In conjunction with the restructuring, we recorded a net realized loss of approximately $4.4 million.
In May 2025, we invested $46.0 million in Altior Healthcare, LLC through secured first lien debt.
In June 2025, our $36.1 million debt investment in Cafe Zupas paid off at par. We also received a $0.4 million prepayment penalty in conjunction with the payoff.
In June 2025, we invested $12.6 million in RF Technologies, LLC through secured first lien debt. We also extended RF Technologies, LLC a $3.5 million secured first lien line of credit commitment.
In July 2025, we invested $25.0 million in MASSiv Brands, LLC through secured first lien debt.
In July 2025, we invested $15.0 million in Alsay Incorporated through secured second lien debt and preferred equity.
In July 2025, we invested $23.7 million in Snif-Snax, LLC through secured first lien debt and preferred equity.
In July 2025, we invested $13.0 million in Zero Case Holding Inc. through secured first lien debt and common equity. We also extended this business a $4.0 million secured first lien line of credit commitment, which was unfunded at close.
In August 2025, we invested an additional $16.6 million in OCI, LLC, an existing portfolio company, through secured first lien debt and common equity.
In August 2025, we invested $30.0 million in Foodservices Brand Group (“FBG”) through secured first lien debt.  We also extended FBG a $10.0 million secured first lien line of credit commitment, which was unfunded at close. 
In September 2025, we recorded a realized loss of $6.4 million on our equity investment in FES Resources Holdings, LLC.
In September 2025, our $15.4 million debt investment in Ohio Armor Holdings, LLC paid off at par. We continue to hold a common equity investment in Ohio Armor Holdings, LLC.

Syndicated Investments
As of September 30, 2025 and 2024, we held one and two syndicated investments with an aggregate fair value of less than $0.1 million and $3.3 million, or less than 0.1% and 0.4% of the total portfolio at fair value, respectively. The following significant syndicated investment transaction occurred during the year ended September 30, 2025:
In July 2025, our $3.7 million debt investment in 8th Avenue Food & Provisions, Inc. paid off at par.
Investment Concentrations
As of September 30, 2025, our investment portfolio consisted of investments in 55 portfolio companies located in 22 states in 16 different industries, with an aggregate fair value of $859.1 million. The five largest investments at fair value as of September 30, 2025 totaled $196.5 million, or 22.9% of our total investment portfolio, as compared to the five largest investments at fair value as of September 30, 2024 totaling $232.7 million, or 29.2% of our total investment portfolio. As of September 30, 2025 and 2024, our average investment by obligor was $15.9 million and $15.7 million at cost, respectively.
The following table outlines our investments by security type as of September 30, 2025 and 2024:
September 30, 2025 September 30, 2024
Cost Fair Value Cost Fair Value
Secured first lien debt $ 646,131  73.7  % $ 622,371  72.4  % $ 580,736  75.3  % $ 554,937  69.7  %
Secured second lien debt 149,937  17.1  150,542  17.5  113,691  14.8  113,716  14.3 
Unsecured debt 555  0.1  333  0.1  198  0.0  32  0.0 
Total debt investments 796,623  90.9  773,246  90.0  694,625  90.1  668,685  84.0 
Preferred equity 37,429  4.3  31,214  3.6  45,017  5.8  31,346  3.9 
Common equity/equivalents 42,562  4.8  54,664  6.4  31,369  4.1  96,229  12.1 
Total equity investments 79,991  9.1  85,878  10.0  76,386  9.9  127,575  16.0 
Total Investments $ 876,614  100.0  % $ 859,124  100.0  % $ 771,011  100.0  % $ 796,260  100.0  %
Our investments at fair value consisted of the following industry classifications as of September 30, 2025 and 2024:
Industry Classification September 30, 2025 September 30, 2024
Fair Value Percentage of
Total
Investments
Fair Value Percentage of
Total
Investments
Healthcare, Education, and Childcare $ 273,262  31.8  % $ 101,707  12.8  %
Diversified/Conglomerate Manufacturing 202,466  23.6  160,264  20.1 
Diversified/Conglomerate Service 152,042  17.7  179,032  22.5 
Beverage, Food, and Tobacco 54,605  6.4  88,327  11.1 
Home and Office Furnishings, Housewares and Durable Consumer Products 30,000  3.5  —  — 
Automobile 27,361  3.2  28,286  3.6 
Machinery 26,381  3.1  21,816  2.7 
Personal, Food, and Miscellaneous Services 23,700  2.7  —  — 
Cargo Transportation 20,000  2.3  20,200  2.5 
Oil and Gas 17,512  2.0  20,554  2.6 
Personal and Non-Durable Consumer Products 13,866  1.6  13,586  1.7 
Printing and Publishing 5,809  0.7  4,312  0.5 
Aerospace and Defense 1,184  0.1  153,096  19.2 
Other, < 2.0% 10,936  1.3  5,080  0.7 
Total Investments $ 859,124  100.0  % $ 796,260  100.0  %
Our investments at fair value were included in the following U.S. geographic regions as of September 30, 2025 and 2024:
Location September 30, 2025 September 30, 2024
Fair Value Percentage of
Total
Investments
Fair Value Percentage of
Total
Investments
South $ 287,371  33.5  % $ 314,010  39.4  %
Midwest 237,417  27.6  192,897  24.2 
West 233,564  27.2  249,082  31.3 
Northeast 100,772  11.7  40,271  5.1 
Total Investments $ 859,124  100.0  % $ 796,260  100.0  %
The geographic composition indicates the location of the headquarters for our portfolio companies. A portfolio company may have additional locations in other geographic regions.
Investment Principal Repayments
The following table summarizes the contractual principal repayment and maturity of our investment portfolio by fiscal year, assuming no voluntary prepayments, as of September 30, 2025:
Year Ending September 30, Amount
2026(A)
$ 58,434 
2027 157,554 
2028 222,265 
2029 139,336 
2030 209,608 
Thereafter 10,000 
Total contractual repayments $ 797,197 
Adjustments to cost basis of debt investments (574)
Investments in equity securities 79,991 
Investments held as of September 30, 2025 at cost: $ 876,614 
(A)Includes debt investments with contractual principal amounts totaling $0.5 million for which the maturity date has passed as of September 30, 2025.
Receivables from Portfolio Companies
Receivables from portfolio companies represent non-recurring costs incurred on behalf of such portfolio companies and are included in other assets on our accompanying Consolidated Statements of Assets and Liabilities. We generally maintain an allowance for uncollectible receivables from portfolio companies when the receivable balance becomes 90 days or more past due or if it is determined, based upon management’s judgment, that the portfolio company is unable to pay its obligations. We write-off accounts receivable when we have exhausted collection efforts and have deemed the receivables uncollectible. As of September 30, 2025 and 2024, we had gross receivables from portfolio companies of $2.4 million and $1.7 million, respectively. The allowance for uncollectible receivables was $52 thousand and $75 thousand as of September 30, 2025 and 2024, respectively.