# EDGAR Filing Document

**Accession Number:** 0000864230
**File Stem:** 0001580642-26-003137
**Filing Date:** 2026-5
**Character Count:** 4323
**Document Hash:** 8773c87d6856df669eb5210c8e683fd7
**Contains OCR:** False
**Source Format:** 

## Filing Content

## Filing Summary
**0001580642-26-003137.hdr.sgml**: 20260512

**ACCESSION NUMBER**: 0001580642-26-003137

**CONFORMED SUBMISSION TYPE**: 497

**PUBLIC DOCUMENT COUNT**: 2

**FILED AS OF DATE**: 20260512

**DATE AS OF CHANGE**: 20260512

**EFFECTIVENESS DATE**: 20260512

**FILER**: 

**COMPANY DATA:**
- **COMPANY CONFORMED NAME:** CALDWELL & ORKIN FUNDS INC
- **CENTRAL INDEX KEY:** 0000864230

**ORGANIZATION NAME:**
- **EIN:** 581895283
- **STATE OF INCORPORATION:** MD
- **FISCAL YEAR END:** 0430

**FILING VALUES:**
- **FORM TYPE:** 497
- **SEC ACT:** 1933 Act
- **SEC FILE NUMBER:** 033-35156
- **FILM NUMBER:** 26968171

**BUSINESS ADDRESS:**
- **STREET 1:** 2502 N. ROCKY POINT DRIVE
- **STREET 2:** SUITE 665
- **CITY:** TAMPA
- **STATE:** FL
- **ZIP:** 33607
- **BUSINESS PHONE:** 813-282-7870

**MAIL ADDRESS:**
- **STREET 1:** 2502 N. ROCKY POINT DRIVE
- **STREET 2:** SUITE 665
- **CITY:** TAMPA
- **STATE:** FL
- **ZIP:** 33607

**FORMER COMPANY:**
- **FORMER CONFORMED NAME:** OTC SELECT 100 FUND INC
- **DATE OF NAME CHANGE:** 19920629

## Series and Classes Contracts Data

### Caldwell & Orkin - Gator Capital Long/Short Fund (Series ID: S000011446)

---

|  |  |  |
|:---|:---|:---|
| Class Name                                       | Ticker Symbol | Class ID   |
| Caldwell & Orkin - Gator Capital Long/Short Fund | COAGX         | C000031655 |

---

## Series and Classes Contracts Data

### Caldwell & Orkin - Gator Capital Long/Short Fund (Series ID: S000011446)

| Class ID   | Class Name                                       | Ticker Symbol   |
|:---|:---|:---|
| C000031655 | Caldwell & Orkin - Gator Capital Long/Short Fund | COAGX           |

![](image_001.jpg)

SUPPLEMENT

dated May 12, 2026, to the

PROSPECTUS

dated August 28, 2025, as supplemented

Gator Capital Long/Short Fund

The information in this Supplement contains new and additional information beyond that in the Prospectus and should be read in conjunction with the Prospectus.

Effective May 12, 2026, the secondary benchmark for the Gator Capital Long/Short Fund will be the Morningstar Long/Short Equity Category or Benchmark. The Fund has elected to use the Morningstar Long/Short Equity Category or Benchmark because effective December 31, 2025, the Eurekahedge Long Short Equities Hedge Fund Index ceased to be published.

The section appearing under the heading "Average Annual Total Returns" on page 9 of the Prospectus is hereby deleted and replaced as set forth below. The performance table compares the Fund's performance to that of the new benchmark and the prior benchmark (in that order).

---

| | | | |
|:---|:---|:---|:---|
| | **1 Year** | **5 Years** | **10 Years** |
| Gator Capital Long/Short Fund |  |  |  |
| Return Before Taxes | 35.58% | 18.59% | 8.90% |
| Return After Taxes on Distributions | 35.33% | 18.55% | 8.66% |
| Return After Taxes on Distributions and Sale of Fund Shares | 21.25% | 15.16% | 7.17% |
| S&P 500® Total Return Index<br> (reflects no deduction for fees, expenses or taxes) | 25.02% | 14.53% | 13.10% |
| Morningstar Long/Short Equity Category or Benchmark<br> (reflects no deduction for fees, expenses or taxes) | 13.85% | 8.19% | 5.65% |
| Eurekahedge Long Short Equities Hedge Fund Index<br> (reflects no deduction for fees, expenses or taxes) | 9.76% | 7.07% | 6.34% |

---

*The S&P 500® Total Return Index is a capitalization-weighted, unmanaged index of 500 large U.S. companies chosen for market capitalization, liquidity and industry group representation and includes reinvested dividends. You cannot invest directly in an index.*

*The Morningstar Long/Short Equity Category or Benchmark represents portfolios that hold both long and short positions in equities, exchange-traded funds, and derivatives, aiming to reduce volatility and provide market exposure with less downside risk.*

*According to its sponsor, Eurekahedge Pte. Ltd., the Eurekahedge Index is an equally weighted index of 1042 constituent funds designed to provide a broad measure of the performance of underlying hedge fund managers. The returns of the Eurekahedge Index do not include sales charges or fees, which would lower performance. You cannot invest directly in an index. Effective December 31, 2025, the Eurekahedge Long Short Equities Hedge Fund Index ceased to be published.*