In the last 12 months, insiders at CANTALOUPE, INC. ($CTLP) filed 74 transactions with the SEC: 11 open-market purchases totaling $2,470,289 and 4 sales totaling $3,518,861. Net insider sentiment: net selling.
CANTALOUPE, INC. operates in the Calculating & accounting machines (no electronic computers) industry (Technology sector).
Most Active Insiders
- Singal Gaurav (Chief Technology Officer) — 7 transactions totaling $2,934,315
- Bergeron Douglas (Director) — 7 transactions totaling $2,100,835
- Stewart Scott Matthew (Chief Financial Officer) — 6 transactions totaling $667,883
- Hudson Executive Capital LP (TenPercentOwner) — 2 transactions totaling $570,667
- Venkatesan Ravi (Chief Executive Officer) — 6 transactions totaling $200,861
View all SEC Filings for CANTALOUPE, INC. (CTLP).
Set Up your own filters →Recent Insider Transactions
| Transaction Date | Insider Name | Title | Transaction Type | Security | Shares | Price | Shares Owned Following | Total Shares Outstanding | % of Owned | % of Outstanding |
|---|---|---|---|---|---|---|---|---|---|---|
| Sept. 18, 2025 | Stewart Scott Matthew | Chief Financial Officer | S | Common Stock | 62830 | $10.63 | 53,009.0000 | 74,683,065 | 54.24% | 0.08% |
| Sept. 22, 2025 | Singal Gaurav | Chief Technology Officer | S | Common Stock | 14544 | $10.61 | 25,989.0000 | 74,683,065 | 35.88% | 0.02% |
| Sept. 18, 2025 | Singal Gaurav | Chief Technology Officer | M | Common Stock | 200000 | $3.27 | 240,533.0000 | 74,683,065 | 493.43% | 0.27% |
| Sept. 18, 2025 | Singal Gaurav | Chief Technology Officer | M | Non-Qualified Stock Option (Right to Buy) | 200000 | $3.27 | 0.0000 | 74,683,065 | 100.00% | 0.27% |
| Sept. 18, 2025 | Singal Gaurav | Chief Technology Officer | S | Common Stock | 200000 | $10.63 | 40,533.0000 | 74,683,065 | 83.15% | 0.27% |
| Aug. 1, 2025 | Dumbrell Jeffrey Charles | Chief Revenue Officer | A | Common Stock | 8095 | $0.00 | 108,071.0000 | 74,683,065 | 8.10% | 0.01% |
| Aug. 1, 2025 | Dumbrell Jeffrey Charles | Chief Revenue Officer | A | Common Stock | 12500 | $0.00 | 120,571.0000 | 74,683,065 | 11.57% | 0.02% |
| Aug. 1, 2025 | Venkatesan Ravi | Chief Executive Officer | A | Common Stock | 14593 | $0.00 | 210,900.0000 | 74,683,065 | 7.43% | 0.02% |
| Aug. 1, 2025 | Grachek Jared Scott | Chief Accounting Officer | A | Common Stock | 3739 | $0.00 | 33,320.0000 | 74,683,065 | 12.64% | 0.01% |
| Aug. 1, 2025 | Novoseletsky Anna Rose | Chief Legal Officer | A | Common Stock | 6810 | $0.00 | 32,657.0000 | 74,683,065 | 26.35% | 0.01% |
| Aug. 1, 2025 | Singal Gaurav | Chief Technology Officer | A | Common Stock | 7260 | $0.00 | 40,533.0000 | 74,683,065 | 21.82% | 0.01% |
| Aug. 1, 2025 | Stewart Scott Matthew | Chief Financial Officer | A | Common Stock | 8095 | $0.00 | 103,339.0000 | 74,683,065 | 8.50% | 0.01% |
| Aug. 1, 2025 | Stewart Scott Matthew | Chief Financial Officer | A | Common Stock | 12500 | $0.00 | 115,839.0000 | 74,683,065 | 12.10% | 0.02% |
| May 12, 2025 | Passilla Michael | Director | A | Common Stock | 19157 | $0.00 | 97,476.0000 | 74,733,608 | 24.46% | 0.03% |
| May 12, 2025 | Harris Ian Jiro | Director | A | Common Stock | 19157 | $0.00 | 187,875.0000 | 74,733,608 | 11.35% | 0.03% |
| May 12, 2025 | Lamm Jacob | Director | A | Common Stock | 19157 | $0.00 | 97,476.0000 | 74,733,608 | 24.46% | 0.03% |
| May 12, 2025 | Bergeron Douglas | Director | A | Common Stock | 19157 | $0.00 | 481,476.0000 | 74,733,608 | 4.14% | 0.03% |
| May 12, 2025 | Baird Lisa P. | Director | A | Common Stock | 19157 | $0.00 | 116,476.0000 | 74,733,608 | 19.68% | 0.03% |
| May 12, 2025 | Warren Shannon S | Director | A | Common Stock | 19157 | $0.00 | 97,476.0000 | 74,733,608 | 24.46% | 0.03% |
| May 12, 2025 | RICHEY ELLEN | Director | A | Common Stock | 19157 | $0.00 | 97,476.0000 | 74,733,608 | 24.46% | 0.03% |
| May 12, 2025 | Smalling Anne M. | Director | A | Common Stock | 19157 | $0.00 | 97,476.0000 | 74,733,608 | 24.46% | 0.03% |
| May 1, 2025 | Warren Shannon S | Director | A | Common Stock | 18727 | $0.00 | 97,046.0000 | 74,733,608 | 23.91% | 0.03% |
| May 1, 2025 | Baird Lisa P. | Director | A | Common Stock | 18727 | $0.00 | 116,046.0000 | 74,733,608 | 19.24% | 0.03% |
| May 1, 2025 | Bergeron Douglas | Director | A | Common Stock | 18727 | $0.00 | 481,046.0000 | 74,733,608 | 4.05% | 0.03% |
| May 1, 2025 | Harris Ian Jiro | Director | A | Common Stock | 18727 | $0.00 | 187,445.0000 | 74,733,608 | 11.10% | 0.03% |
| May 1, 2025 | Lamm Jacob | Director | A | Common Stock | 18727 | $0.00 | 97,046.0000 | 74,733,608 | 23.91% | 0.03% |
| May 1, 2025 | Passilla Michael | Director | A | Common Stock | 18727 | $0.00 | 97,046.0000 | 74,733,608 | 23.91% | 0.03% |
| May 1, 2025 | RICHEY ELLEN | Director | A | Common Stock | 18727 | $0.00 | 97,046.0000 | 74,733,608 | 23.91% | 0.03% |
| May 1, 2025 | Smalling Anne M. | Director | A | Common Stock | 18727 | $0.00 | 97,046.0000 | 74,733,608 | 23.91% | 0.03% |
| Aug. 4, 2023 | Stewart Scott Matthew | Chief Financial Officer | A | Common Stock | 16952 | $0.00 | 43,480.0000 | 72,514,634 | 63.90% | 0.02% |
| Sept. 20, 2024 | Dumbrell Jeffrey Charles | Chief Revenue Officer | A | Common Stock | 14264 | $0.00 | 99,976.0000 | 74,172,098 | 16.64% | 0.02% |
| Aug. 4, 2023 | Singal Gaurav | Chief Technology Officer | A | Common Stock | 15355 | $0.00 | 20,355.0000 | 72,514,634 | 307.10% | 0.02% |
| Sept. 20, 2024 | Singal Gaurav | Chief Technology Officer | A | Common Stock | 12918 | $0.00 | 33,273.0000 | 74,172,098 | 63.46% | 0.02% |
| Aug. 4, 2023 | Novoseletsky Anna Rose | Chief Legal Officer | A | Common Stock | 14258 | $0.00 | 14,258.0000 | 72,514,634 | 9999.99% | 0.02% |
| Sept. 20, 2024 | Novoseletsky Anna Rose | Chief Legal Officer | A | Common Stock | 11589 | $0.00 | 25,847.0000 | 74,172,098 | 81.28% | 0.02% |
| Aug. 4, 2023 | Venkatesan Ravi | Chief Executive Officer | A | Common Stock | 32904 | $0.00 | 169,562.0000 | 72,514,634 | 24.08% | 0.05% |
| Sept. 20, 2024 | Venkatesan Ravi | Chief Executive Officer | A | Common Stock | 26745 | $0.00 | 196,307.0000 | 74,172,098 | 15.77% | 0.04% |
| Aug. 4, 2023 | Dumbrell Jeffrey Charles | Chief Revenue Officer | A | Common Stock | 16952 | $0.00 | 48,212.0000 | 72,514,634 | 54.23% | 0.02% |
| Feb. 19, 2025 | Grachek Jared Scott | Chief Accounting Officer | A | Common Stock | 15000 | $0.00 | 29,581.0000 | 74,733,608 | 102.87% | 0.02% |
| Sept. 20, 2024 | Grachek Jared Scott | Chief Accounting Officer | A | Common Stock | 6538 | $0.00 | 14,581.0000 | 74,172,098 | 81.29% | 0.01% |
| Aug. 4, 2023 | Grachek Jared Scott | Chief Accounting Officer | A | Common Stock | 8043 | $0.00 | 8,043.0000 | 72,514,634 | 9999.99% | 0.01% |
| Aug. 2, 2024 | Stewart Scott Matthew | Chief Financial Officer | A | Common Stock | 37500 | $0.00 | 80,980.0000 | 74,172,098 | 86.25% | 0.05% |
| Sept. 20, 2024 | Stewart Scott Matthew | Chief Financial Officer | A | Common Stock | 14264 | $0.00 | 95,244.0000 | 74,172,098 | 17.61% | 0.02% |
| Aug. 2, 2024 | Dumbrell Jeffrey Charles | Chief Revenue Officer | A | Common Stock | 37500 | $0.00 | 85,712.0000 | 74,172,098 | 77.78% | 0.05% |
| Sept. 27, 2024 | Baird Lisa P. | Director | P | Common Stock | 6000 | $7.42 | 97,319.0000 | 74,172,098 | 6.57% | 0.01% |
| Sept. 30, 2024 | Bergeron Douglas | Director | P | Common Stock | 36000 | $7.41 | 462,319.0000 | 74,172,098 | 8.44% | 0.05% |
| Sept. 27, 2024 | Bergeron Douglas | Director | P | Common Stock | 234134 | $7.41 | 426,319.0000 | 74,172,098 | 121.83% | 0.32% |
| Sept. 26, 2024 | Bergeron Douglas | Director | P | Common Stock | 13866 | $7.15 | 192,185.0000 | 74,172,098 | 7.78% | 0.02% |
| Sept. 13, 2024 | Venkatesan Ravi | Chief Executive Officer | P | Common Stock | 8000 | $6.30 | 136,658.0000 | 74,172,098 | 6.22% | 0.01% |
| May 13, 2024 | RICHEY ELLEN | Director | A | Common Stock | 15699 | $0.00 | 78,319.0000 | 72,514,634 | 25.07% | 0.02% |
| May 13, 2024 | Bergeron Douglas | Director | A | Common Stock | 15699 | $0.00 | 178,319.0000 | 72,514,634 | 9.65% | 0.02% |
| May 13, 2024 | Passilla Michael | Director | A | Common Stock | 15699 | $0.00 | 78,319.0000 | 72,514,634 | 25.07% | 0.02% |
| May 13, 2024 | Baird Lisa P. | Director | A | Common Stock | 15699 | $0.00 | 91,319.0000 | 72,514,634 | 20.76% | 0.02% |
| May 13, 2024 | Harris Ian Jiro | Director | A | Common Stock | 15699 | $0.00 | 168,718.0000 | 72,514,634 | 10.26% | 0.02% |
| May 13, 2024 | Smalling Anne M. | Director | A | Common Stock | 15699 | $0.00 | 78,319.0000 | 72,514,634 | 25.07% | 0.02% |
| May 13, 2024 | Lamm Jacob | Director | A | Common Stock | 15699 | $0.00 | 78,319.0000 | 72,514,634 | 25.07% | 0.02% |
| May 13, 2024 | Warren Shannon S | Director | A | Common Stock | 15699 | $0.00 | 78,319.0000 | 72,514,634 | 25.07% | 0.02% |
| Feb. 20, 2023 | Hudson Executive Capital LP | TenPercentOwner | J | Common Stock | 2884584 | $0.00 | 9,381,488.0000 | 0 | 23.52% | 0.00% |
| Feb. 21, 2023 | Hudson Executive Capital LP | TenPercentOwner | S | Common Stock | 90582 | $6.30 | 9,290,906.0000 | 0 | 0.97% | 0.00% |
| Feb. 13, 2024 | Baird Lisa P. | Director | P | Common Stock | 3000 | $6.25 | 75,620.0000 | 72,514,634 | 4.13% | 0.00% |
| Feb. 12, 2024 | Venkatesan Ravi | Chief Executive Officer | P | Common Stock | 7749 | $6.45 | 128,658.0000 | 72,514,634 | 6.41% | 0.01% |
| Sept. 28, 2023 | Harris Ian Jiro | Director | P | Common Stock | 6946 | $6.34 | 148,769.0000 | 72,514,634 | 4.90% | 0.01% |
| Sept. 27, 2023 | Venkatesan Ravi | Chief Executive Officer | P | Common Stock | 16000 | $6.28 | 120,909.0000 | 72,514,634 | 15.25% | 0.02% |
| Sept. 27, 2023 | Harris Ian Jiro | Director | P | Common Stock | 5500 | $6.29 | 141,823.0000 | 72,514,634 | 4.03% | 0.01% |
| Sept. 29, 2023 | Harris Ian Jiro | Director | P | Common Stock | 4250 | $6.28 | 153,019.0000 | 72,514,634 | 2.86% | 0.01% |
| May 22, 2023 | Grachek Jared Scott | Chief Accounting Officer | A | Non-Qualified Stock Option (Right to Buy) | 30000 | $0.00 | 30,000.0000 | 0 | 9999.99% | 0.00% |
| May 12, 2023 | RICHEY ELLEN | Director | A | Common Stock | 15723 | $0.00 | 62,620.0000 | 0 | 33.53% | 0.00% |
| May 12, 2023 | Bergeron Douglas | Director | A | Common Stock | 15723 | $0.00 | 162,620.0000 | 0 | 10.70% | 0.00% |
| May 12, 2023 | Harris Ian Jiro | Director | A | Common Stock | 15723 | $0.00 | 136,323.0000 | 0 | 13.04% | 0.00% |
| May 12, 2023 | Lamm Jacob | Director | A | Common Stock | 15723 | $0.00 | 62,620.0000 | 0 | 33.53% | 0.00% |
| May 12, 2023 | Baird Lisa P. | Director | A | Common Stock | 15723 | $0.00 | 72,620.0000 | 0 | 27.63% | 0.00% |
| May 12, 2023 | Warren Shannon S | Director | A | Common Stock | 15723 | $0.00 | 62,620.0000 | 0 | 33.53% | 0.00% |
| May 12, 2023 | Smalling Anne M. | Director | A | Common Stock | 15723 | $0.00 | 62,620.0000 | 0 | 33.53% | 0.00% |
| May 12, 2023 | Passilla Michael | Director | A | Common Stock | 15723 | $0.00 | 62,620.0000 | 0 | 33.53% | 0.00% |