| united states |
| securities and exchange commission |
| washington, d.c. 20549 |
| form n-csr |
| certified shareholder report of registered management |
| investment companies |
| Investment Company Act file number: 811-06113 |
| The Caldwell & Orkin Funds, Inc. |
| (Exact name of registrant as specified in charter) |
| 2502 N. Rocky Point Drive, Suite 665 |
| Tampa, Florida 33607 |
| (Address of principal executive offices) (Zip code) |
| Derek Pilecki |
| 2502 N. Rocky Point Drive, Suite 665 |
| Tampa, Florida 33607 |
| (Name and address of agent for service) |
| Copies to: |
| Jennifer Merchant |
| Ultimus Fund Solutions, LLC |
| 225 Pictoria Drive, Suite 450 |
| Cincinnati, OH 45256 |
Registrants telephone number, including area code: 1-813-282-7870
Date of fiscal year end: April 30
Date of reporting period: April 30, 2026
Form N-CSR is to be used by management investment companies to file reports with the Commission not later than 10 days after the transmission to stockholders of any report that is required to be transmitted to stockholders under Rule 30e-1 under the Investment Company Act of 1940 (17 CFR 270.30e-1). The Commission may use the information provided on Form N-CSR in its regulatory, disclosure review, inspection and policymaking roles.
A registrant is required to disclose the information specified by Form N-CSR, and the Commission will make this information public. A registrant is not required to respond to the collection of information contained in Form N-CSR unless the Form displays a currently valid Office of Management and Budget (OMB) control number. Please direct comments concerning the accuracy of the information collection burden estimate and any suggestions for reducing the burden to Secretary, Securities and Exchange Commission, 450 Fifth Street, NW, Washington, DC 20549-0609. The OMB has reviewed this collection of information under the clearance requirements of 44 U.S.C. § 3507.
Item 1. Reports to Stockholders.
| (a) |
| (b) | Not applicable |
Item 2. Code of Ethics.
| (a) | As of the end of the period covered by the report, the registrant has adopted a code of ethics that applies to the registrant’s Principal Executive Officer and Principal Financial Officer. |
| (b) | Not applicable. |
| (c) | During the period covered by the report, with respect to the registrant's code of ethics that applies to its Principal Executive Officer and Principal Financial Officer: there have been no amendments to a provision that relates to any element of the code of ethics definition enumerated in paragraph (b) of this Item 2. |
| (d) | During the period covered by the report, with respect to the registrant's code of ethics that applies to its Principal Executive Officer and Principal Financial Officer: there have been no waivers granted from a provision that relates to any element of the code of ethics definition enumerated in paragraph (b) of this Item 2. |
| (e) | Not applicable. |
| (f) | The registrant has included a copy of the code of ethics that applies to the registrant’s Principal Executive Officer and Principal Financial Officer. This code of ethics is included as an Exhibit on this Form N-CSR. |
Item 3. Audit Committee Financial Expert.
| (a) | The registrant’s board of trustees has determined that the registrant does not have an audit committee financial expert. The committee members and the full Board considered a possibility of adding a member that would qualify as an expert. The audit committee determined that, although none of its members meet the technical definition of an audit committee expert, the committee has sufficient financial expertise to adequately perform its duties under the Audit Committee Charter without the addition of a qualified expert. |
Item 4. Principal Accountant Fees and Services.
| (a) | Audit Fees billed to the registrant by its principal accountants for the two most recent fiscal years: |
Fiscal year ended 2026: $15,000
Fiscal year ended 2025: $14,750
| (b) | Audit-Related Fees billed to the registrant by its principal accountants for the two most recent fiscal years: |
Fiscal year ended 2026: $0
Fiscal year ended 2025: $0
| (c) | Tax Fees billed to the registrant by its principal accountants for the two most recent fiscal years: |
Fiscal year ended 2026: $2,800
Fiscal year ended 2025: $2,800
Fees for 2026 and 2025 related to the review of the registrant's tax returns. Amount requiring approval of the registrant's audit committee pursuant to paragraph (c)(7)(ii) of Rule 2-01 of Regulation S-X, $0 and $0 respectively.
| (d) | All other fees billed to the registrant by its principal accountants for the two most recent fiscal years: |
Fiscal year ended 2026: $0
Fiscal year ended 2025: $0
Amount requiring approval of the registrant’s audit committee pursuant to paragraph (c)(7)(ii) of Rule 2-01 of Regulation S-X, $0 and $0 respectively.
| (e)(1) | Disclose the audit committee’s pre-approval policies and procedures described in paragraph (c)(7) of Rule 2-01 of Regulation S-X |
Pre-Approval of Audit and Permitted Non-Audit Services Provided to the Company
Pre-Approval Requirements. The Committee shall pre-approve all auditing services and permissible non-audit services (e.g., tax services) to be provided to the Company by the Auditor, including the fees therefor. The Committee may delegate to one or more of its members the authority to grant pre-approvals. In connection with such delegation, the Committee shall establish pre-approval policies and procedures, including the requirement that the decisions of any member to whom authority is delegated under this section (B) shall be presented to the full Committee at each of its scheduled meetings.
De Minimis Exception to Pre-Approval: Pre-approval for a permitted non-audit service shall not be required if:
| a. | the aggregate amount of all such non-audit services is not more than 5% of the total revenues paid by the Company to the Auditor in the fiscal year in which the non-audit services are provided; | |
| b. | such services were not recognized by the Company at the time of the engagement to be non-audit services; and | |
| c. | such services are promptly brought to the attention of the Committee and approved prior to the completion of the audit by the Committee or by one or more members of the Committee to whom authority to grant such approvals has been delegated by the Committee. |
Additionally, the Committee shall pre-approve the Auditor’s engagements for non-audit services with the Adviser and any affiliate of the Adviser that provides ongoing services to the Company in accordance with the foregoing, if the engagement relates directly to the operations and financial reporting of the Company, unless the aggregate amount of all services provided constitutes no more than 5% of the total amount of revenues paid to the Auditor by the Company, the Adviser and any affiliate of the Adviser that provides ongoing services to the Company during the fiscal year in which the services are provided that would have to be pre-approved by the Committee pursuant to this paragraph (without regard to this exception).
| (e)(2) | None of the services described in paragraph (b) through (d) of this Item were approved by the audit committee pursuant to paragraph (c)(7)(i)(C) of Rule 2-01 of Regulation S-X. |
| (f) | The percentage of hours expended on the principal accountant’s engagement to audit the registrant’s financial statements for the most recent fiscal year that were attributed to work performed by persons other than the principal accountant’s full-time, permanent employees was 0%. |
| (g) | The aggregate non-audit fees billed by the registrant’s accountant for services rendered to the registrant, and rendered to the registrant’s investment adviser (not including any sub-adviser whose role is primarily portfolio management and is subcontracted with or overseen by another investment adviser), and any entity controlling, controlled by, or under common control with the adviser that provides ongoing services to the registrant for fiscal years ended April 30, 2026 and April 30, 2025 are $0 and $0, respectively |
| (h) | The registrant’s audit committee of the board of directors has considered whether the provision of non-audit services that were rendered to the registrant’s investment adviser (not including any sub-adviser whose role is primarily portfolio management and is subcontracted with or overseen by another investment adviser), and any entity controlling, controlled by, or under common control with the investment adviser that provides ongoing services to the registrant that were not pre-approved pursuant to paragraph (c)(7)(ii) of Rule 2-01 of Regulation S-X is compatible with maintaining the principal accountant’s independence. |
| (i) | Not applicable |
| (j) | Not applicable |
Item 5. Audit Committee of Listed Companies.
Not applicable.
Item 6. Investments.
| (a) | Not applicable. |
| (b) | Not applicable. |
Item 7. Financial Statements and Financial Highlights for Open-End Management Investment Companies.
| (a) |

| Table of Contents | Gator Capital Long/Short Fund |
| April 30, 2026 |
| Schedule of Investments | 2 | |
| Schedule of Securities Sold Short | 6 | |
| Statement of Assets and Liabilities | 8 | |
| Statement of Operations | 9 | |
| Statements of Changes in Net Assets | 10 | |
| Financial Highlights | 11 | |
| Notes to Financial Statements | 12 | |
| Report of Independent Registered Public Accounting Firm | 20 | |
| Additional Federal Income Tax Information | 22 | |
| Additional Information | 23 |
| Gator Capital Long/Short Fund | Schedule of Investments |
| April 30, 2026 |
| Shares | Fair Value | |||||||
|---|---|---|---|---|---|---|---|---|
| COMMON STOCKS — LONG — 96.18% | ||||||||
| Banks — 33.35% | ||||||||
| Alerus Financial Corp. | 15,100 | $ | 406,794 | |||||
| Axos Financial, Inc.(a) | 27,000 | 2,603,880 | ||||||
| Banc of California, Inc. | 63,000 | 1,179,990 | ||||||
| Bridgewater Bancshares, Inc.(a) | 13,107 | 237,630 | ||||||
| Capital Bancorp, Inc. | 19,915 | 627,123 | ||||||
| Chain Bridge Bancorp, Inc.(a) | 24,900 | 925,284 | ||||||
| Commercial Bancgroup, Inc. | 29,200 | 845,632 | ||||||
| ConnectOne Bancorp, Inc. | 66,360 | 1,939,039 | ||||||
| Customers Bancorp, Inc.(a) | 33,000 | 2,516,910 | ||||||
| Dime Community Bancshares, Inc. | 17,872 | 641,426 | ||||||
| First Business Financial Services, Inc. | 7,500 | 421,500 | ||||||
| First Citizens BancShares, Inc., Class A | 350 | 694,337 | ||||||
| First Financial Bancorp | 53,000 | 1,604,840 | ||||||
| First Internet Bancorp | 15,008 | 343,984 | ||||||
| FirstSun Capital Bancorp(a) | 20,467 | 723,713 | ||||||
| OFG Bancorp | 48,283 | 2,219,087 | ||||||
| Old Second Bancorp, Inc. | 43,900 | 904,779 | ||||||
| OP Bancorp | 30,958 | 443,938 | ||||||
| Pathward Financial, Inc. | 8,369 | 726,764 | ||||||
| TFS Financial Corp. | 100,000 | 1,504,000 | ||||||
| UMB Financial Corp. | 20,000 | 2,523,400 | ||||||
| Unity Bancorp, Inc. | 5,051 | 264,066 | ||||||
| WesBanco, Inc. | 23,000 | 790,740 | ||||||
| Western Alliance Bancorp | 24,400 | 1,989,576 | ||||||
| 27,078,432 | ||||||||
| Commercial Finance — 1.64% | ||||||||
| PROG Holdings, Inc. | 37,110 | 1,329,651 | ||||||
| Computer Hardware & Storage — 1.03% | ||||||||
| Dell Technologies, Inc., Class C | 4,000 | 835,800 | ||||||
| Consumer Finance — 5.07% | ||||||||
| Navient Corp. | 70,000 | 646,800 | ||||||
| SLM Corp. | 68,000 | 1,569,440 | ||||||
| Synchrony Financial | 25,000 | 1,905,000 | ||||||
| 4,121,240 | ||||||||
See accompanying notes which are an integral part of these financial statements.
| 2 | 1-800-467-7903 | https://gatorcapital.com/mutual-funds/gator-capital-long-short-fund/ |
| Gator Capital Long/Short Fund | Schedule of Investments |
| April 30, 2026 |
| Shares | Fair Value | |||||||
|---|---|---|---|---|---|---|---|---|
| Data & Transaction Processors — 8.30% | ||||||||
| Block, Inc.(a) | 7,200 | $ | 507,672 | |||||
| Fiserv, Inc.(a) | 34,000 | 2,130,100 | ||||||
| Global Payments, Inc. | 35,800 | 2,576,168 | ||||||
| Visa, Inc., Class A | 1,900 | 626,696 | ||||||
| WEX, Inc.(a) | 5,990 | 900,477 | ||||||
| 6,741,113 | ||||||||
| Diversified Banks — 8.02% | ||||||||
| Barclays PLC - ADR | 63,000 | 1,474,830 | ||||||
| BNP Paribas S.A. - ADR | 45,500 | 2,388,295 | ||||||
| Societe Generale S.A. - ADR | 165,000 | 2,646,600 | ||||||
| 6,509,725 | ||||||||
| Infrastructure Software — 1.44% | ||||||||
| Upstart Holdings, Inc.(a) | 37,000 | 1,168,460 | ||||||
| Institutional Brokerage — 4.00% | ||||||||
| Interactive Brokers Group, Inc., Class A | 40,800 | 3,243,600 | ||||||
| Insurance Brokers & Services — 0.97% | ||||||||
| Kingstone Companies, Inc. | 47,000 | 783,490 | ||||||
| Internet Media & Services — 1.51% | ||||||||
| Meta Platforms, Inc., Class A | 2,000 | 1,223,820 | ||||||
| Investment Companies — 0.12% | ||||||||
| BBX Capital, Inc. | 32,321 | 97,532 | ||||||
| Investment Management — 0.10% | ||||||||
| WisdomTree Investments, Inc. | 4,816 | 81,872 | ||||||
| Life Insurance — 8.46% | ||||||||
| Genworth Financial, Inc., Class A(a) | 160,000 | 1,406,400 | ||||||
| Jackson Financial, Inc. | 17,000 | 1,968,090 | ||||||
| Primerica, Inc. | 6,300 | 1,772,001 | ||||||
| Voya Financial, Inc. | 21,000 | 1,721,160 | ||||||
| 6,867,651 | ||||||||
| P&C Insurance — 0.57% | ||||||||
| Hippo Holdings, Inc.(a) | 17,700 | 466,041 | ||||||
See accompanying notes which are an integral part of these financial statements.
| Annual Financial Statements | April 30, 2026 | 3 |
| Gator Capital Long/Short Fund | Schedule of Investments |
| April 30, 2026 |
| Shares | Fair Value | |||||||
| Private Equity — 4.62% | ||||||||
| The Carlyle Group, Inc. | 50,000 | $ | 2,503,500 | |||||
| Victory Capital Holdings, Inc., Class A | 16,000 | 1,256,160 | ||||||
| 3,759,660 | ||||||||
| Real Estate Services — 2.69% | ||||||||
| Compass, Inc., Class A(a) | 287,925 | 2,179,592 | ||||||
| Reinsurance — 2.55% | ||||||||
| Fairfax Financial Holdings Ltd. | 1,200 | 2,072,712 | ||||||
| Specialty & Generic Pharmaceuticals — 0.30% | ||||||||
| Viatris, Inc. | 16,535 | 247,033 | ||||||
| Thrifts & Mortgage Finance — 1.14% | ||||||||
| Columbia Financial, Inc.(a) | 48,015 | 923,328 | ||||||
| Wealth Management — 10.30% | ||||||||
| Ameriprise Financial, Inc. | 5,300 | 2,516,387 | ||||||
| Raymond James Financial, Inc. | 8,400 | 1,329,888 | ||||||
| Robinhood Markets, Inc., Class A(a) | 14,700 | 1,071,483 | ||||||
| Stifel Financial Corp. | 18,000 | 1,418,580 | ||||||
| UBS Group A.G. | 46,000 | 2,019,400 | ||||||
| 8,355,738 | ||||||||
| TOTAL COMMON STOCKS — LONG — | ||||||||
| (Cost $55,007,849) | 78,086,490 | |||||||
| PREFERRED STOCKS — LONG — 2.47% | ||||||||
| Specialty Finance — 2.47% | ||||||||
| AG Mortgage Investment Trust, Inc., Series C, 8.00% | 29,423 | 741,165 | ||||||
| Chimera Investment Corp., Series B, 8.00% | 14,391 | 351,141 | ||||||
| Chimera Investment Corp., Series D, 8.00% | 19,717 | 481,095 | ||||||
| Federal National Mortgage Association, Series O, 7.00% | 5,143 | 98,129 | ||||||
| Federal National Mortgage Association, Series R, 7.63% | 30,385 | 297,165 | ||||||
| SLM Corp., Series B, 1.70% | 402 | 30,110 | ||||||
| 1,998,805 | ||||||||
| TOTAL PREFERRED STOCKS — LONG — | ||||||||
| (Cost $1,405,929) | 1,998,805 | |||||||
See accompanying notes which are an integral part of these financial statements.
| 4 | 1-800-467-7903 | https://gatorcapital.com/mutual-funds/gator-capital-long-short-fund/ |
| Gator Capital Long/Short Fund | Schedule of Investments |
| April 30, 2026 |
| Shares | Fair Value | |||||||
|---|---|---|---|---|---|---|---|---|
| MONEY MARKET FUNDS — 1.22% | ||||||||
| First American Government Obligations Fund - Class X, 3.58%(b) | 993,962 | $ | 993,962 | |||||
| TOTAL MONEY MARKET FUNDS | ||||||||
| (Cost $993,962) | 993,962 | |||||||
| TOTAL INVESTMENTS — 99.87% | ||||||||
| (Cost $57,407,740) | 81,079,257 | |||||||
| Other Assets in Excess of Liabilities — 0.13% | 109,269 | |||||||
| NET ASSETS — 100.00% | $ | 81,188,526 | ||||||
| (a) | Non-income producing security. |
| (b) | Rate disclosed is the seven day effective yield as of April 30, 2026. |
ADR - American Depositary Receipt
See accompanying notes which are an integral part of these financial statements.
| Annual Financial Statements | April 30, 2026 | 5 |
| Gator Capital Long/Short Fund | Schedule of Securities Sold Short |
| April 30, 2026 |
| Shares | Fair Value | |||||||
|---|---|---|---|---|---|---|---|---|
| COMMON STOCKS — SHORT — (24.55)% | ||||||||
| Banks — (12.46)% | ||||||||
| Bank of Hawaii Corp. | (10,000 | ) | $ | (795,100 | ) | |||
| Canadian Imperial Bank of Commerce | (5,700 | ) | (635,208 | ) | ||||
| Citigroup, Inc. | (14,000 | ) | (1,791,720 | ) | ||||
| First Financial Bankshares, Inc. | (17,250 | ) | (556,658 | ) | ||||
| First Horizon National Corp. | (13,900 | ) | (346,944 | ) | ||||
| Huntington Bancshares, Inc. | (19,057 | ) | (319,395 | ) | ||||
| Merchants Bancorp | (20,000 | ) | (930,800 | ) | ||||
| Midland States Bankcorp, Inc. | (26,841 | ) | (698,134 | ) | ||||
| New York Community Bancorp, Inc. | (26,700 | ) | (372,999 | ) | ||||
| Northwest Bancshares, Inc. | (9,142 | ) | (126,434 | ) | ||||
| Renasant Corp. | (17,800 | ) | (710,042 | ) | ||||
| Stock Yards Bancorp, Inc. | (6,519 | ) | (471,519 | ) | ||||
| Toronto-Dominion Bank (The) | (15,000 | ) | (1,615,500 | ) | ||||
| Wells Fargo & Co. | (9,000 | ) | (740,070 | ) | ||||
| (10,110,523 | ) | |||||||
| Diversified Banks — (3.22)% | ||||||||
| Bank of America Corp. | (16,000 | ) | (855,360 | ) | ||||
| Bank of Montreal | (4,000 | ) | (608,400 | ) | ||||
| U.S. Bancorp | (20,300 | ) | (1,150,198 | ) | ||||
| (2,613,958 | ) | |||||||
| Industrial Wholesale & Rental — (0.54)% | ||||||||
| SiteOne Landscape Supply, Inc.(a) | (3,500 | ) | (441,175 | ) | ||||
| Insurance Brokers — (0.56)% | ||||||||
| Arthur J. Gallagher & Co. | (2,220 | ) | (458,208 | ) | ||||
| Investment Companies — (0.06)% | ||||||||
| TriplePoint Venture Growth BDC Corp. | (8,500 | ) | (46,495 | ) | ||||
| Investment Management — (1.18)% | ||||||||
| BlackRock, Inc. | (560 | ) | (596,736 | ) | ||||
| T. Rowe Price Group, Inc. | (3,500 | ) | (360,080 | ) | ||||
| (956,816 | ) | |||||||
| Mass Merchants — (0.49)% | ||||||||
| Walmart, Inc. | (3,000 | ) | (395,790 | ) | ||||
See accompanying notes which are an integral part of these financial statements.
| 6 | 1-800-467-7903 | https://gatorcapital.com/mutual-funds/gator-capital-long-short-fund/ |
| Gator Capital Long/Short Fund | Schedule of Securities Sold Short |
| April 30, 2026 |
| Shares | Fair Value | |||||||
|---|---|---|---|---|---|---|---|---|
| Mortgage Finance — (1.87)% | ||||||||
| AGNC Investment Corp. | (76,800 | ) | $ | (846,336 | ) | |||
| Essent Group Ltd. | (9,000 | ) | (544,680 | ) | ||||
| Federal National Mortgage Association(a) | (15,600 | ) | (127,608 | ) | ||||
| (1,518,624 | ) | |||||||
| Non-Alcoholic Beverages — (0.01)% | ||||||||
| Oatly Group AB - ADR(a) | (782 | ) | (8,500 | ) | ||||
| P&C Insurance — (2.34)% | ||||||||
| American International Group, Inc. | (12,000 | ) | (897,600 | ) | ||||
| NMI Holdings, Inc., Class A(a) | (19,291 | ) | (746,755 | ) | ||||
| ProAssurance Corp.(a) | (10,235 | ) | (252,805 | ) | ||||
| (1,897,160 | ) | |||||||
| Packaged Food — (0.00)% | ||||||||
| Beyond Meat, Inc.(a) | (1,600 | ) | (1,574 | ) | ||||
| Regional Banks — (1.82)% | ||||||||
| KeyCorp | (32,000 | ) | (707,520 | ) | ||||
| Truist Financial Corp. | (15,000 | ) | (772,500 | ) | ||||
| (1,480,020 | ) | |||||||
| TOTAL COMMON STOCKS — SHORT | ||||||||
| (Proceeds Received $17,397,428) | (19,928,843 | ) | ||||||
| EXCHANGE-TRADED FUNDS — SHORT — (8.31)% | ||||||||
| Direxion Daily Financial Bear 3X Shares | (1,170 | ) | (50,556 | ) | ||||
| Global X Nasdaq 100 Covered Call ETF | (188,900 | ) | (3,396,422 | ) | ||||
| Global X S&P 500 Covered Call ETF | (82,000 | ) | (3,302,960 | ) | ||||
| (6,749,938 | ) | |||||||
| TOTAL EXCHANGE-TRADED FUNDS — SHORT | ||||||||
| (Proceeds Received $6,779,820 | (6,749,938 | ) | ||||||
| TOTAL SECURITIES SOLD SHORT — (32.86)% | ||||||||
| (Proceeds Received $24,177,248) | $ | (26,678,781 | ) | |||||
| (a) | Non-income producing security. |
ADR - American Depositary Receipt
ETF - Exchange-Traded Fund
See accompanying notes which are an integral part of these financial statements.
| Annual Financial Statements | April 30, 2026 | 7 |
| Gator Capital Long/Short Fund | Statement of Assets and Liabilities |
| April 30, 2026 |
| ASSETS | |||
| Investments in securities at fair value (cost $57,407,740) | $ | 81,079,257 | |
| Deposit held by broker for securities sold short | 26,813,066 | ||
| Receivable for fund shares sold | 24,976 | ||
| Receivable for investments sold | 76,175 | ||
| Dividends and interest receivable | 7,076 | ||
| Tax reclaims receivable | 9,200 | ||
| Prepaid expenses | 25,289 | ||
| Total Assets | 108,035,039 | ||
| LIABILITIES | |||
| Payable for short dividend expense | 11,944 | ||
| Securities sold short, at value (proceeds received $24,177,248) | 26,678,781 | ||
| Payable for fund shares redeemed | 36,500 | ||
| Payable for dividends declared on short sales | 14,135 | ||
| Payable to Adviser | 65,963 | ||
| Payable to Administrator | 9,358 | ||
| Other accrued expenses | 29,832 | ||
| Total Liabilities | 26,846,513 | ||
| Net Assets | $ | 81,188,526 | |
| Net Assets consist of: | |||
| Paid-in capital | 53,606,837 | ||
| Accumulated earnings | 27,581,689 | ||
| Net Assets | $ | 81,188,526 | |
| Shares outstanding, par value $0.10 per share (30,000,000 authorized shares) | 1,365,622 | ||
| Net asset value, offering price and redemption price per share(a) | $ | 59.45 |
| (a) | Redemption price may differ from net asset value if redemption fee is applied. |
See accompanying notes which are an integral part of these financial statements.
| 8 | 1-800-467-7903 | https://gatorcapital.com/mutual-funds/gator-capital-long-short-fund/ |
| Gator Capital Long/Short Fund | Statement of Operations |
| For the year ended April 30, 2026 |
| INVESTMENT INCOME | ||||
| Dividend income (net of foreign taxes withheld of $50,400) | $ | 1,839,076 | ||
| Interest income | 106,624 | |||
| Total investment income | 1,945,700 | |||
| EXPENSES | ||||
| Investment Advisory fees | 686,525 | |||
| Director’s fees and expenses | 56,256 | |||
| Legal | 54,997 | |||
| Administration | 53,254 | |||
| Transfer agent | 35,498 | |||
| Registration | 33,103 | |||
| Miscellaneous | 31,616 | |||
| Fund accounting | 28,996 | |||
| Compliance Services | 18,500 | |||
| Audit and tax preparation | 18,433 | |||
| Sub transfer agent fees | 16,073 | |||
| Report printing | 13,696 | |||
| Insurance | 12,845 | |||
| Custodian | 9,437 | |||
| Pricing | 2,103 | |||
| Dividend expense on securities sold short | 992,808 | |||
| Total expenses | 2,064,140 | |||
| Net operating expenses | 2,064,140 | |||
| Net investment loss | (118,440 | ) | ||
| NET REALIZED AND CHANGE IN UNREALIZED GAIN (LOSS) ON INVESTMENTS | ||||
| Net realized gain from: | ||||
| Investments | 6,899,073 | |||
| Securities sold short | 359,403 | |||
| Foreign currency transactions | (239 | ) | ||
| Change in unrealized appreciation (depreciation) on: | ||||
| Investments | 10,645,804 | |||
| Securities sold short | (3,836,163 | ) | ||
| Foreign currency | (36 | ) | ||
| NET REALIZED AND CHANGE IN UNREALIZED GAIN ON INVESTMENTS AND SECURITIES SOLD SHORT | 14,067,842 | |||
| NET INCREASE IN NET ASSETS RESULTING FROM OPERATIONS | $ | 13,949,402 |
See accompanying notes which are an integral part of these financial statements.
| Annual Financial Statements | April 30, 2026 | 9 |
| Gator Capital Long/Short Fund | Statements of Changes in Net Assets |
| For
the Year Ended April 30, 2026 |
For
the Year Ended April 30, 2025 |
|||||||
| INCREASE (DECREASE) IN NET ASSETS DUE TO: | ||||||||
| Operations | ||||||||
| Net investment income (loss) | $ | (118,440 | ) | $ | 282,452 | |||
| Net realized gain on investments, securities sold short and foreign currency transactions | 7,258,237 | 2,373,315 | ||||||
| Net change in unrealized appreciation of investments, securities sold short and foreign currency translations | 6,809,605 | 3,179,152 | ||||||
| NET INCREASE IN NET ASSETS RESULTING FROM OPERATIONS | 13,949,402 | 5,834,919 | ||||||
| DISTRIBUTIONS TO SHAREHOLDERS FROM: | ||||||||
| Earnings | (2,934,764 | ) | (386,411 | ) | ||||
| CAPITAL TRANSACTIONS | ||||||||
| Proceeds from shares sold | 40,042,198 | 19,384,129 | ||||||
| Reinvestment of distributions | 2,902,524 | 383,502 | ||||||
| Amount paid for shares redeemed | (22,685,429 | ) | (9,193,791 | ) | ||||
| Proceeds from redemption fees (Note 1) | 41,796 | 26,373 | ||||||
| NET INCREASE IN NET ASSETS RESULTING FROM CAPITAL TRANSACTIONS | 20,301,089 | 10,600,213 | ||||||
| TOTAL INCREASE IN NET ASSETS | 31,315,727 | 16,048,721 | ||||||
| NET ASSETS | ||||||||
| Beginning of year | 49,872,799 | 33,824,078 | ||||||
| End of year | $ | 81,188,526 | $ | 49,872,799 | ||||
| SHARE TRANSACTIONS | ||||||||
| Shares sold | 673,575 | 389,736 | ||||||
| Shares issued in reinvestment of distributions | 48,725 | 7,365 | ||||||
| Shares redeemed | (386,923 | ) | (187,306 | ) | ||||
| Net increase in shares outstanding | 335,377 | 209,795 | ||||||
See accompanying notes which are an integral part of these financial statements.
| 10 | 1-800-467-7903 | https://gatorcapital.com/mutual-funds/gator-capital-long-short-fund/ |
| Gator Capital Long/Short Fund | Financial Highlights |
(For a share outstanding during each year)
| For
the Year Ended April 30, 2026 |
For
the Year Ended April 30, 2025 |
For
the Year Ended April 30, 2024 |
For
the Year Ended April 30, 2023 |
For
the Year Ended April 30, 2022 |
||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Selected Per Share Data | ||||||||||||||||||||
| Net asset value, beginning of year | $ | 48.41 | $ | 41.23 | $ | 30.62 | $ | 29.31 | $ | 29.17 | ||||||||||
| Investment operations: | ||||||||||||||||||||
| Net investment income (loss)(a) | (0.10 | ) | 0.31 | 0.53 | (0.04 | ) | (0.32 | ) | ||||||||||||
| Net realized and unrealized gain on investments | 13.81 | 7.25 | 10.08 | 1.35 | 0.46 | |||||||||||||||
| Total from investment operations | 13.71 | 7.56 | 10.61 | 1.31 | 0.14 | |||||||||||||||
| Less distributions to shareholders from: | ||||||||||||||||||||
| Net investment income | (0.26 | ) | (0.41 | ) | — | — | — | |||||||||||||
| Net realized gains | (2.45 | ) | — | — | — | — | ||||||||||||||
| Total distributions | (2.71 | ) | (0.41 | ) | — | — | — | |||||||||||||
| Paid-in capital from redemption fees | 0.04 | 0.03 | — | (b) | — | (b) | — | (b) | ||||||||||||
| Net asset value, end of year | $ | 59.45 | $ | 48.41 | $ | 41.23 | $ | 30.62 | $ | 29.31 | ||||||||||
| Total Return(c) | 28.39 | % | 18.33 | % | 34.65 | % | 4.47 | % | 0.48 | % | ||||||||||
| Ratios and Supplemental Data: | ||||||||||||||||||||
| Net assets, end of year (000 omitted) | $ | 81,189 | $ | 49,873 | $ | 33,824 | $ | 20,364 | $ | 19,878 | ||||||||||
| Ratios to Average Net Assets: | ||||||||||||||||||||
| Ratio of net expenses to average net assets(d) | 3.00 | % | 2.62 | % | 3.07 | % | 3.13 | % | 3.07 | % | ||||||||||
| Ratio of expenses to average net assets before waiver by Adviser | 3.00 | % | 2.62 | % | 3.19 | % | 3.55 | % | 3.38 | % | ||||||||||
| Ratio of net investment income (loss) to average net assets | (0.17 | )% | 0.65 | % | 1.51 | % | (0.12 | )% | (1.07 | )% | ||||||||||
| Portfolio Turnover Rate | 59 | % | 42 | % | 40 | % | 52 | % | 55 | % | ||||||||||
| (a) | Calculated using average shares outstanding. |
| (b) | Rounds to less than $0.005 per share. |
| (c) | Total return represents the rate the investor would have earned or lost on an investment in the Fund, assuming reinvestment of distributions. |
| (d) | Excluding dividend and interest expense, the ratios of net expenses to average net assets were 1.56%, 1.73%, 2.00%, 2.00% and 2.00% for the fiscal years ended April 30, 2026, 2025, 2024, 2023 and 2022, respectively. |
See accompanying notes which are an integral part of these financial statements.
| Annual Financial Statements | April 30, 2026 | 11 |
| Gator Capital Long/Short Fund |
Notes to Financial Statements |
| April 30, 2026 |
1. ORGANIZATION
The Gator Capital Long/Short Fund (the “Fund”), is the only investment portfolio of The Caldwell & Orkin Funds, Inc. (the “Company”), an open-end, diversified management investment company registered under the Investment Company Act of 1940, as amended (the “1940 Act”), and incorporated under the laws of the State of Maryland on August 15, 1989. The Fund’s investment objective is to provide long-term capital growth with a short-term focus on capital preservation. Gator Capital Management, LLC, the Fund’s investment adviser (the “Adviser”), uses a fundamental driven, multi-dimensional investment process focusing on active allocation, security selection and surveillance to achieve the Fund’s investment objective.
The Fund has adopted Financial Accounting Standards Board (“FASB”) Accounting Standards Update 2023-07, Segment Reporting (Topic 280) - Improvements to Reportable Segment Disclosures. Adoption of the standard impacted financial statement disclosures only and did not affect each Fund’s financial position or the results of its operations. An operating segment is defined in Topic 280 as a component of a public entity that engages in business activities from which it may recognize revenues and incur expenses, has operating results that are regularly reviewed by the public entity’s chief operating decision maker (“CODM”) to make decisions about resources to be allocated to the segment and assess its performance, and has discrete financial information available. The Fund’s CODM is the President and Principal Executive Officer of the Fund. The Fund operates as a single operating segment. The Fund’s income, expenses, assets, changes in net assets resulting from operations and performance are regularly monitored and assessed as a whole by the CODM responsible for oversight functions of the Fund, using the information presented in the financial statements and financial highlights.
2. SUMMARY OF SIGNIFICANT ACCOUNTING POLICIES
The Fund is an investment company and follows accounting and reporting guidance under FASB Accounting Standards Codification Topic 946, “Financial Services-Investment Companies.” The following is a summary of significant accounting policies followed by the Fund in the preparation of its financial statements. These policies are in conformity with generally accepted accounting principles in the United States of America (“GAAP”).
Use of Estimates
The preparation of financial statements in conformity with GAAP requires management to make estimates and assumptions that affect the reported amounts of assets and liabilities and disclosure of contingent assets and liabilities at the date of the financial statements and the reported amounts of revenues and expenses during the reporting period. Actual results could differ from those estimates.
Securities Valuation
Securities are stated at the closing price on the date at which the net asset value (“NAV”) is being determined. If the date of determination is not a trading date, or the closing price is not otherwise available, the last bid price is used for a fair value instead. Debt securities are valued
| 12 | 1-800-467-7903 | https://gatorcapital.com/mutual-funds/gator-capital-long-short-fund/ |
| Gator Capital Long/Short Fund |
Notes to Financial Statements |
| April 30, 2026 |
at the price provided by an independent pricing service. Any assets or securities for which market quotations are not readily available are valued at fair value as determined in good faith by or under the direction of the Fund’s Board of Directors (the “Board”) in accordance with the Fund’s Fair Value Pricing Policy.
Securities Transactions and Related Investment Income
The Fund follows industry practice and records securities transactions on trade date for financial reporting purposes. Dividend income is recorded on the ex-dividend date. Realized gains and losses from investment transactions are determined using the specific identification method. Interest income which includes amortization of premium and accretion of discount, is accrued as earned.
Fair Value Measurements
A three-tier hierarchy has been established to classify fair value measurements for disclosure purposes. Inputs refer broadly to the assumptions that market participants would use in pricing the asset or liability, including assumptions about risk. Inputs may be observable or unobservable. Observable inputs are inputs that reflect the assumptions market participants would use in pricing the asset or liability that are developed based on market data obtained from sources independent of the reporting entity. Unobservable inputs are inputs that reflect the reporting entity’s own assumptions about the assumptions market participants would use in pricing the asset or liability that are developed based on the best information available.
Various inputs are used in determining the value of the Fund’s investments. These inputs are summarized in the three broad levels listed below.
| ● | Level 1 – unadjusted quoted prices in active markets for identical investments and/or registered investment companies where the value per share is determined and published and is the basis for current transactions for identical assets or liabilities at the valuation date |
| ● | Level 2 – quoted prices which are not active quoted prices for similar assets or liabilities in active markets or inputs other than quoted process that are observable (either directly or indirectly) for substantially the full term of the asset of liability |
| ● | Level 3 – significant unobservable inputs (including the Fund’s own assumptions in determining fair value of investments based on the best information available) |
The inputs used to measure fair value may fall into different levels of the fair value hierarchy. In such cases, for disclosure purposes, the level in the fair value hierarchy which is reported, is determined based on the lowest level input that is significant to the fair value measurement in its entirety.
| Annual Financial Statements | April 30, 2026 | 13 |
| Gator Capital Long/Short Fund |
Notes to Financial Statements |
| April 30, 2026 |
The following is a summary of the inputs used as of April 30, 2026 in valuing the Fund’s investments carried at value:
| Investments in Securities | Level 1 | Level 2 | Level 3 | Total | ||||||||||||
| Assets | ||||||||||||||||
| Common Stocks* | $ | 78,086,490 | $ | — | $ | — | $ | 78,086,490 | ||||||||
| Preferred Stocks* | 1,998,805 | — | — | 1,998,805 | ||||||||||||
| Money Market Funds | 993,962 | — | — | 993,962 | ||||||||||||
| Total | $ | 81,079,257 | $ | — | $ | — | $ | 81,079,257 | ||||||||
| Investments in Securities | Level 1 | Level 2 | Level 3 | Total | ||||||||||||
| Liabilities | ||||||||||||||||
| Securities Sold Short | ||||||||||||||||
| Common Stocks* | $ | (19,928,843 | ) | $ | — | $ | — | $ | (19,928,843 | ) | ||||||
| Exchange-Traded Funds | (6,749,938 | ) | — | — | (6,749,938 | ) | ||||||||||
| Total | $ | (26,678,781 | ) | $ | — | $ | — | $ | (26,678,781 | ) | ||||||
| * | Refer to the Schedule of Investments for industry classifications. |
The Fund did not hold any assets at any time during the reporting period in which significant unobservable inputs were used in determining fair value; therefore, no reconciliation of Level 3 securities is included for this reporting period.
Share Valuation
The NAV per share of the Fund is calculated by dividing the sum of the value of the securities held by the Fund, plus cash or other assets, minus all liabilities (including estimated accrued expenses) by the total number of shares outstanding for the Fund, rounded to the nearest cent. The Fund’s shares will not be priced on the days on which the New York Stock Exchange is closed for trading. The offering and redemption price per share for the Fund is equal to the Fund’s NAV per share.
The Fund charges a 2.00% redemption fee on shares held less than 90 days. These fees are deducted from the redemption proceeds otherwise payable to the shareholder. The Fund will retain the fee charged as paid-in capital and such fees become part of the Fund’s daily NAV calculation. For the fiscal year ended April 30, 2026 the Fund recorded $41,796 in redemption fee proceeds.
Federal Income Taxes
The Fund makes no provision for federal income tax or excise tax. The Fund has qualified and intends to qualify each year as a regulated investment company (“RIC”) under subchapter M of the Internal Revenue Code of 1986, as amended, by complying with the requirements applicable to RICs and by distributing substantially all of its taxable income. The Fund also
| 14 | 1-800-467-7903 | https://gatorcapital.com/mutual-funds/gator-capital-long-short-fund/ |
| Gator Capital Long/Short Fund |
Notes to Financial Statements |
| April 30, 2026 |
intends to distribute sufficient net investment income and net capital gains, if any, so that it will not be subject to excise tax on undistributed income and gains. If the required amount of net investment income or gains is not distributed, the Fund could incur a tax expense.
The Fund may be subject to taxes imposed by countries in which it invests. Such taxes are generally based on income and/or capital gains earned or repatriated. Taxes are accrued and applied to net investment income, net realized gains and unrealized appreciation as such income and/or gains are earned.
The Fund recognizes tax benefits or expenses of uncertain tax positions only when the position is “more likely than not” to be sustained assuming examination by tax authorities. Management of the Fund has reviewed tax positions taken in tax years that remain subject to examination by all major tax jurisdictions, including federal (i.e., the previous three tax year ends and the interim tax period since then, as applicable) and has concluded that no provision for unrecognized tax benefits or expenses is required in these financial statements and does not expect this to change over the next twelve months. The Fund recognizes interest and penalties, if any, related to unrecognized tax benefits as income tax expense in the Statement of Operations. During the fiscal year, the Fund did not incur any interest or penalties.
Withholding taxes on foreign dividends, if applicable, are paid (a portion of which may be reclaimable) or provided for in accordance with the applicable country’s tax rules and rates and are disclosed in the Statement of Operations. Withholding tax reclaims are filed in certain countries to recover a portion of the amounts previously withheld. The Fund records a reclaim receivable based on a number of factors, including a jurisdiction’s legal obligation to pay reclaims, as well as payment history and market convention. The Fund may be subject to foreign taxation related to capital gains on the sale of securities in the foreign jurisdictions in which they invest. When a capital gain tax is determined to apply, the Fund records an estimated deferred tax liability in an amount that may be payable if securities were disposed of on the valuation date.
3. FEES AND OTHER TRANSACTIONS WITH AFFILIATES AND OTHER SERVICE PROVIDERS
The Fund has entered into a management agreement (the “Management Agreement”) with the Adviser pursuant to which the Adviser provides space, facilities, equipment and personnel necessary to perform administrative and investment management services for the Fund. The Management Agreement provides that the Adviser is responsible for the management of the Fund’s portfolio. For such services and expenses assumed by the Adviser, the Fund pays a monthly advisory fee at incremental annual rates as follows:
| Advisory Fee | Average Daily Net Assets | |
| 1.00% | Up to $250 million | |
| 0.90% | In excess of $250 million but not greater than $500 million | |
| 0.80% | In excess of $500 million |
| Annual Financial Statements | April 30, 2026 | 15 |
| Gator Capital Long/Short Fund |
Notes to Financial Statements |
| April 30, 2026 |
The Adviser has agreed to reimburse the Fund to the extent necessary to prevent the Fund’s annual ordinary operating expenses (excluding taxes, expenses related to the execution of portfolio transactions and the investment activities of the Fund such as, for example, interest, dividend expenses on securities sold short, brokerage commissions and fees and expenses charged to the Fund by any investment company in which the Fund invests and extraordinary charges such as litigation costs) from exceeding 2.00% of the Fund’s average net assets. During the fiscal year ended April 30, 2026, the Adviser earned $686,525 from the Fund, before the waiver described above.
Ultimus Fund Solutions, LLC (“the Administrator”) provides fund accounting, fund administration and transfer agency services under a Master Services Agreement to the Fund. The Fund pays the Administrator fees for its services under the Master Services Agreement. In addition, the Fund pays out-of-pocket expenses including, but not limited to postage, supplies and costs of pricing the Fund’s securities. For the fiscal year ended April 30, 2026, the Administrator earned fees of $53,254 for administration services, $28,996 for fund accounting services and $35,498 for transfer agent services.
Ultimus Fund Distributors, LLC (the “Distributor”) serves as distributor to the Fund. The Fund does not pay the Distributor for these services. The Distributor is a wholly-owned subsidiary of the Administrator.
Certain officers of the Fund are also officers of the Administrator and the Distributor.
4. DIRECTOR COMPENSATION
The Fund pays each Director, in cash, an annual fee of $14,000 per year, plus $1,500 for each in-person meeting attended and $1,000 for each telephonic meeting attended. The Fund also reimburses Directors’ actual out-of-pocket expenses relating to attendance at meetings.
5. INVESTMENT PORTFOLIO TRANSACTIONS
During the fiscal year ended April 30, 2026, the Fund purchased $45,702,156 and sold $31,138,571 of securities, excluding securities sold short and short-term investments.
Short Sales and Segregated Cash
Short sales are transactions in which the Fund sells a security it does not own, in anticipation of a decline in the market value of that security. To initiate such a transaction, the Fund must borrow the security to deliver to the buyer upon the short sale; the Fund is then obligated to replace the security borrowed by purchasing it in the open market at some later date, completing the transaction.
The Fund will incur a loss if the market price of the security increases between the date of the short sale and the date on which the Fund replaces the borrowed security. The Fund will realize a gain if the security declines in value between those dates.
| 16 | 1-800-467-7903 | https://gatorcapital.com/mutual-funds/gator-capital-long-short-fund/ |
| Gator Capital Long/Short Fund |
Notes to Financial Statements |
| April 30, 2026 |
All short sales must be fully collateralized. The Fund maintains the collateral in segregated accounts consisting of cash and/or U.S. Government securities sufficient to collateralize the market value of its short positions. Typically, the segregated cash with brokers and other financial institutions exceeds the minimum required. Deposits with brokers for securities sold short are invested in money market instruments. Segregated cash is held at the custodian in the name of the broker per a tri-party agreement between the Fund, the custodian, and the broker.
The Fund may also sell short “against the box”, i.e., the Fund enters into a short sale as described above, while holding an offsetting long position in the same security which it sold short. If the Fund enters into a short sale against the box, it will segregate an equivalent amount of securities owned by the Fund as collateral while the short sale is outstanding.
The Fund limits the value of its short positions (excluding short sales “against the box”) to 60% of the Fund’s total net assets. At April 30, 2026, the Fund had approximately 33% of its total net assets in short positions.
For the fiscal year ended April 30, 2026, the cost of investments purchased to cover short sales and the proceeds from investments sold short were $19,109,750 and $6,167,289, respectively.
6. FEDERAL TAX INFORMATION
As of April 30, 2026, the net unrealized appreciation (depreciation) of investments, including short securities, for tax purposes was as follows:
| Gross unrealized appreciation | $ | 25,958,984 | ||
| Gross unrealized depreciation | (4,918,944 | ) | ||
| Net unrealized appreciation on investments | $ | 21,040,040 | ||
| Tax cost of investments | $ | 33,360,436 |
The tax character of distributions paid for the fiscal years ended April 30, 2026 and April 30, 2025 were as follows:
| 2026 | 2025 | |||||||
| Distributions paid from: | ||||||||
| Ordinary income | $ | 282,320 | $ | 386,411 | ||||
| Net long term capital gains | 2,652,444 | — | ||||||
| Total distributions paid | $ | 2,934,764 | $ | 386,411 | ||||
| Annual Financial Statements | April 30, 2026 | 17 |
| Gator Capital Long/Short Fund |
Notes to Financial Statements |
| April 30, 2026 |
At April 30, 2026, the components of accumulated earnings (deficit) on a tax basis were as follows:
| Undistributed ordinary income | $ | 1,123,046 | ||
| Undistributed long term capital gains | 5,418,639 | |||
| Unrealized appreciation on investments | 21,040,004 | |||
| Total accumulated earnings | $ | 27,581,689 |
The difference between book basis and tax basis unrealized appreciation is attributable primarily to the tax deferral of wash losses and investments in partnerships and certain other investments.
Certain capital losses incurred after October 31, and within the current taxable year, are deemed to arise on the first business day of the Fund’s following taxable year. Late year Ordinary Losses incurred after December 31 are deemed to arise on the first business day of the Fund’s following taxable year. For the tax year ended April 30, 2026, the Fund did not defer any Qualified Late Year Ordinary Losses.
As of April 30, 2026, the Fund did not have any capital loss carryforwards available to offset against future taxable net capital gains. Capital loss carryforwards do not have an expiration date.
GAAP requires that certain components of net assets relating to permanent differences be reclassified between financial and tax reporting. These reclassifications have no effect on net assets or net asset value per share. There were no reclassifications for the tax year ended April 30, 2026.
In December 2023, FASB issued Accounting Standards Update 2023-09 (“ASU 2023-09”), Income Taxes (Topic 740) Improvements to Income Tax Disclosures, which amends quantitative and qualitative income tax disclosure requirements in order to increase disclosure consistency, bifurcate income tax information by jurisdiction and remove information that is no longer beneficial. ASU 2023-09 is effective for annual periods beginning after December 15, 2024, and early adoption is permitted. Fund Management has determined that there is no material impact of ASU 2023-09 on the Fund’s financial statements.
7. COMMITMENTS AND CONTINGENCIES
Under the Fund’s organizational documents, its officers and directors are indemnified against certain liability arising out of the performance of their duties to the Fund. Additionally, in the normal course of business, the Fund enters into contracts with service providers that may contain general indemnification clauses, which may permit indemnification to the extent permissible under applicable law. The Fund’s maximum exposure under these arrangements is unknown, as this would involve future claims that may be made against the Fund that have not yet occurred.
| 18 | 1-800-467-7903 | https://gatorcapital.com/mutual-funds/gator-capital-long-short-fund/ |
| Gator Capital Long/Short Fund |
Notes to Financial Statements |
| April 30, 2026 |
8. SUBSEQUENT EVENTS
During a meeting held on June 18, 2026, the Board approved creating a new Delaware trust, with the intent of converting the Fund to an Exchange-Traded Fund into the newly created trust at a future date.
Management of the Fund has evaluated the need for disclosures and/or adjustments resulting from subsequent events through the date at which these financial statements were issued. Based upon this evaluation, management has determined there were no other items requiring adjustment of the financial statements or additional disclosure.
| Annual Financial Statements | April 30, 2026 | 19 |
| Caldwell & Orkin - | Report of Independent Registered |
| Gator Capital Long/Short Fund | Public Accounting Firm |
| April 30, 2026 |
To the Shareholders and Board of Directors
of Caldwell & Orkin - Gator Capital Long/Short Fund
Opinion on the Financial Statements
We have audited the accompanying statement of assets and liabilities of Caldwell & Orkin - Gator Capital Long/Short Fund (the “Fund”), a series of shares of The Caldwell & Orkin Funds, Inc., including the schedule of investments, as of April 30, 2026, the related statement of operations for the year then ended, the statements of changes in net assets for each of the two years in the period then ended, financial highlights for each of the five years in the period then ended, and the related notes (collectively referred to as the “financial statements”). In our opinion, the financial statements present fairly, in all material respects, the financial position of the Fund as of April 30, 2026, the results of its operations for the year then ended, the changes in its net assets for each of the two years in the period then ended, and the financial highlights for each of the five years in the period then ended, in conformity with accounting principles generally accepted in the United States of America.
Basis for Opinion
These financial statements are the responsibility of the Fund’s management. Our responsibility is to express an opinion on the Fund’s financial statements based on our audits. We are a public accounting firm registered with the Public Company Accounting Oversight Board (United States) (“PCAOB”) and are required to be independent with respect to the Fund in accordance with the U.S. federal securities laws and the applicable rules and regulations of the Securities and Exchange Commission and the PCAOB. We have served as the Fund’s auditor since 1998.
We conducted our audits in accordance with the standards of the PCAOB. Those standards require that we plan and perform the audit to obtain reasonable assurance about whether the financial statements are free of material misstatement, whether due to error or fraud. The Fund is not required to have, nor were we engaged to perform, an audit of its internal control over financial reporting. As part of our audits we are required to obtain an understanding of internal control over financial reporting, but not for the purpose of expressing an opinion on the effectiveness of the Fund’s internal control over financial reporting. Accordingly, we express no such opinion.
Our audits included performing procedures to assess the risks of material misstatement of the financial statements, whether due to error or fraud, and performing procedures that respond to those risks. Such procedures included examining, on a test basis, evidence regarding the amounts and disclosures in the financial statements. Our audits also included evaluating the accounting principles used and significant estimates made by management, as well as
| 20 | 1-800-467-7903 | https://gatorcapital.com/mutual-funds/gator-capital-long-short-fund/ |
| Caldwell & Orkin - | Report of Independent Registered |
| Gator Capital Long/Short Fund | Public Accounting Firm |
| April 30, 2026 |
evaluating the overall presentation of the financial statements. Our procedures included confirmation of securities owned as of April 30, 2026 by correspondence with the custodians. We believe that our audits provide a reasonable basis for our opinion.

TAIT, WELLER & BAKER LLP
Philadelphia, Pennsylvania
June 24, 2026
| Annual Financial Statements | April 30, 2026 | 21 |
| Additional Federal Income Tax | |
| Gator Capital Long/Short Fund | Information (Unaudited) |
| April 30, 2026 |
The Form 1099-DIV you receive in January 2027 will show the tax status of all distributions paid to your account in calendar year 2026. Shareholders are advised to consult their own tax adviser with respect to the tax consequences of their investment in the Fund. As required by the Internal Revenue Code and/ or regulations, shareholders must be notified regarding the status of qualified dividend income for individuals and the dividends received deduction for corporations.
Qualified Dividend Income. The Fund designates 100% or up to the maximum amount of such dividends allowable pursuant to the Internal Revenue Code, as qualified dividend income eligible for a reduced tax rate.
Dividends Received Deduction. Corporate shareholders are generally entitled to take the dividends received deduction on the portion of the Fund’s dividend distribution that qualifies under tax law. For the Fund’s calendar year 2026 ordinary income dividends, 100% qualifies for the corporate dividends received deduction.
Pursuant to Section 852(b)(3) of the Internal Revenue Code, the Fund designated $2,652,444 as long term capital gains.
| 22 | 1-800-467-7903 | https://gatorcapital.com/mutual-funds/gator-capital-long-short-fund/ |
| Gator Capital Long/Short Fund | Additional Information (Unaudited) |
| April 30, 2026 |
Changes in and Disagreements with Accountants
There were no changes in or disagreements with accountants during the period covered by this report.
Proxy Disclosures
Not applicable.
Remuneration Paid to Directors, Officers and Others
Refer to the financial statements included herein.
Statement Regarding Basis for Approval of Investment Advisory Agreement
Not applicable.
PROXY VOTING
A description of the policies and procedures that the Trust uses to determine how to vote proxies relating to portfolio securities and information regarding how the Fund voted those proxies during the most recent six month period ended October 31, are available (1) without charge upon request by calling the Fund at 1-800-467-7903 and (2) in Fund documents filed with the SEC on the SEC’s website at www.sec.gov.
| Annual Financial Statements | April 30, 2026 | 23 |
GATOR CAPITAL LONG/SHORT FUND
Availability of Proxy Voting Policy & Procedures, Proxy Voting Record and Code of Ethics - A description of a) the policies and procedures the Fund uses to determine how to vote proxies relating to portfolio securities, b) how the Fund voted proxies relating to portfolio securities during the most recent 6-month period ended October 31, and c) the Code of Ethics applicable to the principal officers of the Fund are available without charge, upon request, by calling toll-free (800) 467-7903, or on the Securities and Exchange Commission’s website at www.sec.gov.
Fund Information - For more information about the Fund please call (800) 467-7903 or visit the Fund’s website at https://gatorcapital.com/mutual-funds/gator-capital-long-short-fund/.
Gator Capital Management, LLC
2502 N. Rocky Point Drive, Suite 665
Tampa, FL 33607
Item 8. Changes in and Disagreements with Accountants for Open-End Management Investment Companies.
Not applicable
Item 9. Proxy Disclosures for Open-End Management Investment Companies.
Not applicable
Item 10. Remuneration Paid to Directors, Officers, and Others of Open-End Management Investment Companies.
Included under Item 7
Item 11. Statement Regarding Basis for Approval of Investment Advisory Contract.
Not applicable
Item 12. Disclosure of Proxy Voting Policies and Procedures for Closed-End Management Investment Companies.
Not applicable
Item 13. Portfolio Managers of Closed-End Management Investment Companies.
Not applicable
Item 14. Purchases of Equity Securities by Closed-End Management Investment Company and Affiliated Purchasers.
Not applicable
Item 15. Submission of Matters to a Vote of Security Holders.
None
Item 16. Controls and Procedures.
| (a) | The registrant’s Principal Executive Officer and Principal Financial Officer have concluded that the registrant’s disclosure controls and procedures (as defined in Rule 30a-3(c) under the Act) are effective in design and operation and are sufficient to form the basis of the certifications required by Rule 30a-(2) under the Act, based on their evaluation of these disclosure controls and procedures as of a date within 90 days of this report on Form N-CSR. |
| (b) | There were no changes in the registrant’s internal control over financial reporting (as defined in Rule 30a-3(d) under the Act) during the period covered by this report that have materially affected, or are reasonably likely to materially affect, the registrant’s internal control over financial reporting. |
Item 17. Disclosure of Securities Lending Activities for Closed-End Management Investment Companies.
Not applicable
Item 18. Recovery of Erroneously Awarded Compensation.
| (a) | Not applicable |
| (b) | Not applicable |
Item 19. Exhibits.
| (a)(1) | Code of Ethics attached hereto. |
| (a)(2) | Not applicable |
| (a)(4) | Not applicable |
| (a)(5) | Not applicable |
| (b) | Certifications required by Rule 30a-2(b) under the Act (17 CFR 270.30a-2(b)) are filed herewith. |
SIGNATURES
Pursuant to the requirements of the Securities Exchange Act of 1934 and the Investment Company Act of 1940, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.
(Registrant) The Caldwell & Orkin Funds, Inc.
| By (Signature and Title) | /s/ Derek Pilecki | |
| Derek Pilecki, Principal Executive Officer | ||
| Date | 7/1/2026 | |
Pursuant to the requirements of the Securities Exchange Act of 1934 and the Investment Company Act of 1940, this report has been signed below by the following persons on behalf of the registrant and in the capacities and on the dates indicated.
| By (Signature and Title) | /s/ Derek Pilecki | |
| Derek Pilecki, Principal Executive Officer | ||
| Date | 7/1/2026 | |
| By (Signature and Title) | /s/ Zachary P. Richmond | |
| Zachary P. Richmond, Principal Financial Officer | ||
| Date | 7/1/2026 |