CANTALOUPE, INC. — Insider Transactions
Form 4 filings by directors, officers, and 10%+ shareholders
SEC rules require corporate insiders — including directors, executive officers, and any shareholder owning more than 10% of a company's shares — to report changes in their ownership within two business days of a transaction. These disclosures are filed as Form 4. Open-market purchases (code P) are generally considered the most meaningful signal, as insiders are spending their own money.
| Insider | Title | Type | Shares | Price | Value | Owns After | Date |
|---|---|---|---|---|---|---|---|
| Singal Gaurav | Chief Technology Officer | Sale | 14,544 | $10.61 | $154,312 | 25,989 | Sep 22, 2025 |
| Stewart Scott Matthew | Chief Financial Officer | Sale | 62,830 | $10.63 | $667,883 | 53,009 | Sep 18, 2025 |
| Singal Gaurav | Chief Technology Officer | Sale | 200,000 | $10.63 | $2,126,000 | 40,533 | Sep 18, 2025 |
| Grachek Jared Scott | Chief Accounting Officer | Award / Grant | 3,739 | — | — | 33,320 | Aug 1, 2025 |
| Singal Gaurav | Chief Technology Officer | Award / Grant | 7,260 | — | — | 40,533 | Aug 1, 2025 |
| Novoseletsky Anna Rose | Chief Legal Officer | Award / Grant | 6,810 | — | — | 32,657 | Aug 1, 2025 |
| Stewart Scott Matthew | Chief Financial Officer | Award / Grant | 12,500 | — | — | 115,839 | Aug 1, 2025 |
| Dumbrell Jeffrey Charles | Chief Revenue Officer | Award / Grant | 12,500 | — | — | 120,571 | Aug 1, 2025 |
| Venkatesan Ravi | Chief Executive Officer | Award / Grant | 14,593 | — | — | 210,900 | Aug 1, 2025 |
| Bergeron Douglas | — | Award / Grant | 19,157 | — | — | 481,476 | May 12, 2025 |
| Harris Ian Jiro | — | Award / Grant | 19,157 | — | — | 187,875 | May 12, 2025 |
| Lamm Jacob | — | Award / Grant | 19,157 | — | — | 97,476 | May 12, 2025 |
| Passilla Michael | — | Award / Grant | 19,157 | — | — | 97,476 | May 12, 2025 |
| Smalling Anne M. | — | Award / Grant | 19,157 | — | — | 97,476 | May 12, 2025 |
| RICHEY ELLEN | — | Award / Grant | 19,157 | — | — | 97,476 | May 12, 2025 |
| Warren Shannon S | — | Award / Grant | 19,157 | — | — | 97,476 | May 12, 2025 |
| Baird Lisa P. | — | Award / Grant | 19,157 | — | — | 116,476 | May 12, 2025 |
| Baird Lisa P. | — | Award / Grant | 18,727 | — | — | 116,046 | May 1, 2025 |
| Bergeron Douglas | — | Award / Grant | 18,727 | — | — | 481,046 | May 1, 2025 |
| Harris Ian Jiro | — | Award / Grant | 18,727 | — | — | 187,445 | May 1, 2025 |
| Lamm Jacob | — | Award / Grant | 18,727 | — | — | 97,046 | May 1, 2025 |
| Passilla Michael | — | Award / Grant | 18,727 | — | — | 97,046 | May 1, 2025 |
| RICHEY ELLEN | — | Award / Grant | 18,727 | — | — | 97,046 | May 1, 2025 |
| Smalling Anne M. | — | Award / Grant | 18,727 | — | — | 97,046 | May 1, 2025 |
| Warren Shannon S | — | Award / Grant | 18,727 | — | — | 97,046 | May 1, 2025 |
| Bergeron Douglas | — | Purchase | 13,866 | $7.15 | $99,142 | 192,185 | Sep 30, 2024 |
| Baird Lisa P. | — | Purchase | 6,000 | $7.42 | $44,520 | 97,319 | Sep 27, 2024 |
| Novoseletsky Anna Rose | Chief Legal Officer | Award / Grant | 14,258 | — | — | 14,258 | Sep 20, 2024 |
| Stewart Scott Matthew | Chief Financial Officer | Award / Grant | 16,952 | — | — | 43,480 | Sep 20, 2024 |
| Venkatesan Ravi | Chief Executive Officer | Purchase | 8,000 | $6.30 | $50,400 | 136,658 | Sep 13, 2024 |
| Dumbrell Jeffrey Charles | Chief Revenue Officer | Award / Grant | 14,264 | — | — | 99,976 | Aug 2, 2024 |
| Bergeron Douglas | — | Award / Grant | 15,699 | — | — | 178,319 | May 13, 2024 |
| Passilla Michael | — | Award / Grant | 15,699 | — | — | 78,319 | May 13, 2024 |
| Baird Lisa P. | — | Award / Grant | 15,699 | — | — | 91,319 | May 13, 2024 |
| RICHEY ELLEN | — | Award / Grant | 15,699 | — | — | 78,319 | May 13, 2024 |
| Harris Ian Jiro | — | Award / Grant | 15,699 | — | — | 168,718 | May 13, 2024 |
| Smalling Anne M. | — | Award / Grant | 15,699 | — | — | 78,319 | May 13, 2024 |
| Lamm Jacob | — | Award / Grant | 15,699 | — | — | 78,319 | May 13, 2024 |
| Warren Shannon S | — | Award / Grant | 15,699 | — | — | 78,319 | May 13, 2024 |
| Baird Lisa P. | — | Purchase | 3,000 | $6.25 | $18,750 | 75,620 | Feb 13, 2024 |
| Venkatesan Ravi | Chief Executive Officer | Purchase | 7,749 | $6.45 | $49,981 | 128,658 | Feb 12, 2024 |
| Venkatesan Ravi | Chief Executive Officer | Purchase | 16,000 | $6.28 | $100,480 | 120,909 | Sep 27, 2023 |
| Harris Ian Jiro | — | Purchase | 6,946 | $6.34 | $44,038 | 148,769 | Sep 27, 2023 |
| Singal Gaurav | Chief Technology Officer | Award / Grant | 12,918 | — | — | 33,273 | Aug 4, 2023 |
| Venkatesan Ravi | Chief Executive Officer | Award / Grant | 26,745 | — | — | 196,307 | Aug 4, 2023 |
| Grachek Jared Scott | Chief Accounting Officer | Award / Grant | 15,000 | — | — | 29,581 | Aug 4, 2023 |
| RICHEY ELLEN | — | Award / Grant | 15,723 | — | — | 62,620 | May 12, 2023 |
| Bergeron Douglas | — | Award / Grant | 15,723 | — | — | 162,620 | May 12, 2023 |
| Harris Ian Jiro | — | Award / Grant | 15,723 | — | — | 136,323 | May 12, 2023 |
| Lamm Jacob | — | Award / Grant | 15,723 | — | — | 62,620 | May 12, 2023 |