Cantaloupe Inc
NASDAQ: CTLP · TECHNOLOGY · SOFTWARE - INFRASTRUCTURE
Updated 2026-05-08
Cantaloupe Inc (CTLP) Insider transactions
All transactions
| Date | Insider | Title | Type | Shares | Price | Value |
|---|---|---|---|---|---|---|
| 2025-09-22 | SINGAL, GAURAV | Chief Technology Officer | Sale | 14,544 | $10.61 | $154311.84 |
| 2025-09-18 | STEWART, SCOTT MATTHEW | Chief Financial Officer | Sale | 62,830 | $10.63 | $667882.90 |
| 2025-09-18 | SINGAL, GAURAV | Chief Technology Officer | Sale | 200,000 | $3.27 | $654000.00 |
| 2025-09-18 | SINGAL, GAURAV | Chief Technology Officer | Buy | 200,000 | $3.27 | $654000.00 |
| 2025-08-01 | VENKATESAN, RAVI | Director, Chief Executive Officer | Buy | 14,593 | — | — |
| 2025-08-01 | STEWART, SCOTT MATTHEW | Chief Financial Officer | Buy | 12,500 | — | — |
| 2025-08-01 | STEWART, SCOTT MATTHEW | Chief Financial Officer | Buy | 8,095 | — | — |
| 2025-08-01 | SINGAL, GAURAV | Chief Technology Officer | Buy | 7,260 | — | — |
| 2025-08-01 | NOVOSELETSKY, ANNA ROSE | Chief Legal Officer | Buy | 6,810 | — | — |
| 2025-08-01 | GRACHEK, JARED SCOTT | Chief Accounting Officer | Buy | 3,739 | — | — |
| 2025-08-01 | DUMBRELL, JEFFREY CHARLES | Chief Revenue Officer | Buy | 12,500 | — | — |
| 2025-08-01 | DUMBRELL, JEFFREY CHARLES | Chief Revenue Officer | Buy | 8,095 | — | — |
| 2025-05-12 | WARREN, SHANNON S | Director | Buy | 19,157 | — | — |
| 2025-05-12 | SMALLING, ANNE M. | Director | Buy | 19,157 | — | — |
| 2025-05-12 | RICHEY, ELLEN | Director | Buy | 19,157 | — | — |
| 2025-05-12 | PASSILLA, MICHAEL | Director | Buy | 19,157 | — | — |
| 2025-05-12 | LAMM, JACOB | Director | Buy | 19,157 | — | — |
| 2025-05-12 | HARRIS, IAN JIRO | Director | Buy | 19,157 | — | — |
| 2025-05-12 | BERGERON, DOUGLAS | Director | Buy | 19,157 | — | — |
| 2025-05-12 | BAIRD, LISA P. | Director | Buy | 19,157 | — | — |
| 2025-05-01 | WARREN, SHANNON S | Director | Buy | 18,727 | — | — |
| 2025-05-01 | SMALLING, ANNE M. | Director | Buy | 18,727 | — | — |
| 2025-05-01 | RICHEY, ELLEN | Director | Buy | 18,727 | — | — |
| 2025-05-01 | PASSILLA, MICHAEL | Director | Buy | 18,727 | — | — |
| 2025-05-01 | LAMM, JACOB | Director | Buy | 18,727 | — | — |
| 2025-05-01 | HARRIS, IAN JIRO | Director | Buy | 18,727 | — | — |
| 2025-05-01 | BERGERON, DOUGLAS | Director | Buy | 18,727 | — | — |
| 2025-05-01 | BAIRD, LISA P. | Director | Buy | 18,727 | — | — |
| 2025-02-19 | GRACHEK, JARED SCOTT | Chief Accounting Officer | Buy | 15,000 | — | — |
| 2024-09-30 | BERGERON, DOUGLAS | Director | Buy | 36,000 | $7.41 | $266760.00 |
| 2024-09-27 | BERGERON, DOUGLAS | Director | Buy | 234,134 | $7.41 | $1.73M |
| 2024-09-27 | BAIRD, LISA P. | Director | Buy | 6,000 | $7.42 | $44520.00 |
| 2024-09-26 | BERGERON, DOUGLAS | Director | Buy | 13,866 | $7.15 | $99141.90 |
| 2024-09-20 | VENKATESAN, RAVI | Director, Chief Executive Officer | Buy | 26,745 | — | — |
| 2024-09-20 | STEWART, SCOTT MATTHEW | Chief Financial Officer | Buy | 14,264 | — | — |
| 2024-09-20 | SINGAL, GAURAV | Chief Technology Officer | Buy | 12,918 | — | — |
| 2024-09-20 | NOVOSELETSKY, ANNA ROSE | Chief Legal Officer | Buy | 11,589 | — | — |
| 2024-09-20 | GRACHEK, JARED SCOTT | Chief Accounting Officer | Buy | 6,538 | — | — |
| 2024-09-20 | DUMBRELL, JEFFREY CHARLES | Chief Revenue Officer | Buy | 14,264 | — | — |
| 2024-09-13 | VENKATESAN, RAVI | Director, Chief Executive Officer | Buy | 8,000 | $6.30 | $50400.00 |
| 2024-08-02 | STEWART, SCOTT MATTHEW | Chief Financial Officer | Buy | 37,500 | — | — |
| 2024-08-02 | DUMBRELL, JEFFREY CHARLES | Chief Revenue Officer | Buy | 37,500 | — | — |
| 2024-05-13 | WARREN, SHANNON S | Director | Buy | 15,699 | — | — |
| 2024-05-13 | SMALLING, ANNE M. | Director | Buy | 15,699 | — | — |
| 2024-05-13 | RICHEY, ELLEN | Director | Buy | 15,699 | — | — |
| 2024-05-13 | PASSILLA, MICHAEL | Director | Buy | 15,699 | — | — |
| 2024-05-13 | LAMM, JACOB | Director | Buy | 15,699 | — | — |
| 2024-05-13 | HARRIS, IAN JIRO | Director | Buy | 15,699 | — | — |
| 2024-05-13 | BERGERON, DOUGLAS | Director | Buy | 15,699 | — | — |
| 2024-05-13 | BAIRD, LISA P. | Director | Buy | 15,699 | — | — |
| 2024-02-13 | BAIRD, LISA P. | Director | Buy | 3,000 | $6.25 | $18750.00 |
| 2024-02-12 | VENKATESAN, RAVI | Director, Chief Executive Officer | Buy | 7,749 | $6.45 | $49981.05 |
| 2023-09-29 | HARRIS, IAN JIRO | Director | Buy | 4,250 | $6.28 | $26690.00 |
| 2023-09-28 | HARRIS, IAN JIRO | Director | Buy | 6,946 | $6.34 | $44037.64 |
| 2023-09-27 | VENKATESAN, RAVI | Director, Chief Executive Officer | Buy | 16,000 | $6.28 | $100480.00 |
| 2023-09-27 | HARRIS, IAN JIRO | Director | Buy | 5,500 | $6.29 | $34595.00 |
| 2023-08-04 | VENKATESAN, RAVI | Director, Chief Executive Officer | Buy | 32,904 | — | — |
| 2023-08-04 | STEWART, SCOTT MATTHEW | Chief Financial Officer | Buy | 16,952 | — | — |
| 2023-08-04 | SINGAL, GAURAV | Chief Technology Officer | Buy | 15,355 | — | — |
| 2023-08-04 | NOVOSELETSKY, ANNA ROSE | Chief Legal Officer | Buy | 14,258 | — | — |
| 2023-08-04 | GRACHEK, JARED SCOTT | Chief Accounting Officer | Buy | 8,043 | — | — |
| 2023-08-04 | DUMBRELL, JEFFREY CHARLES | Chief Revenue Officer | Buy | 16,952 | — | — |
| 2023-05-22 | GRACHEK, JARED SCOTT | Chief Accounting Officer | Buy | 30,000 | — | — |
| 2023-05-12 | WARREN, SHANNON S | Director | Buy | 15,723 | — | — |
| 2023-05-12 | SMALLING, ANNE M. | Director | Buy | 15,723 | — | — |
| 2023-05-12 | RICHEY, ELLEN | Director | Buy | 15,723 | — | — |
| 2023-05-12 | PASSILLA, MICHAEL | Director | Buy | 15,723 | — | — |
| 2023-05-12 | LAMM, JACOB | Director | Buy | 15,723 | — | — |
| 2023-05-12 | HARRIS, IAN JIRO | Director | Buy | 15,723 | — | — |
| 2023-05-12 | BERGERON, DOUGLAS | Director | Buy | 15,723 | — | — |
| 2023-05-12 | BAIRD, LISA P. | Director | Buy | 15,723 | — | — |
| 2023-02-21 | HUDSON, EXECUTIVE CAPITAL LP | 10% Owner | Sale | 90,582 | $6.30 | $570666.60 |
| 2023-02-20 | HUDSON, EXECUTIVE CAPITAL LP | 10% Owner | Sale | 2,884,584 | — | — |
| 2022-12-19 | STEWART, SCOTT MATTHEW | Chief Financial Officer | Buy | 2,500 | $4.00 | $10000.00 |
| 2022-12-19 | HARRIS, IAN JIRO | Director | Buy | 5,010 | $4.00 | $20040.00 |
| 2022-12-16 | HARRIS, IAN JIRO | Director | Buy | 4,750 | $3.96 | $18810.00 |
| 2022-12-15 | STEWART, SCOTT MATTHEW | Chief Financial Officer | Buy | 7,500 | $4.00 | $30000.00 |
| 2022-12-15 | HARRIS, IAN JIRO | Director | Buy | 4,750 | $4.06 | $19285.00 |
| 2022-12-14 | VENKATESAN, RAVI | Director, Chief Executive Officer | Buy | 12,315 | $4.06 | $49998.90 |
| 2022-11-30 | VENKATESAN, RAVI | Director, Chief Executive Officer | Buy | 800,000 | — | — |
| 2022-08-12 | VENKATESAN, RAVI | Chief Operating Officer | Buy | 12,011 | — | — |
| 2022-08-12 | VARIA, ANKIT | Chief Accounting Officer | Buy | 2,085 | — | — |
| 2022-08-12 | STEWART, SCOTT MATTHEW | Chief Financial Officer | Buy | 225,000 | — | — |
| 2022-08-12 | STEWART, SCOTT MATTHEW | Chief Financial Officer | Buy | 11,260 | — | — |
| 2022-07-18 | VARIA, ANKIT | Chief Accounting Officer | Buy | 30,000 | — | — |
| 2022-06-16 | HARRIS, IAN JIRO | Director | Buy | 4,679 | $4.80 | $22459.20 |
| 2022-06-15 | VENKATESAN, RAVI | Chief Operating Officer | Buy | 10,500 | $4.84 | $50820.00 |
| 2022-06-15 | HARRIS, IAN JIRO | Director | Buy | 1,412 | $4.85 | $6848.20 |
| 2022-06-14 | HARRIS, IAN JIRO | Director | Buy | 4,484 | $4.65 | $20850.60 |
| 2022-05-25 | HUDSON, EXECUTIVE CAPITAL LP | 10% Owner | Buy | 17,940 | $4.83 | $86650.20 |
| 2022-05-24 | HUDSON, EXECUTIVE CAPITAL LP | 10% Owner | Buy | 59,305 | $4.47 | $265093.35 |
| 2022-05-24 | BAIRD, LISA P. | Director | Buy | 10,000 | $4.67 | $46700.00 |
| 2022-05-23 | VENKATESAN, RAVI | Chief Operating Officer | Buy | 22,779 | $4.46 | $101594.34 |
| 2022-05-23 | VENKATESAN, RAVI | Chief Operating Officer | Buy | 22,222 | $4.59 | $101998.98 |
| 2022-05-23 | HUDSON, EXECUTIVE CAPITAL LP | 10% Owner | Buy | 66,215 | $4.50 | $297967.50 |
| 2022-05-13 | WARREN, SHANNON S | Director | Buy | 21,882 | — | — |
| 2022-05-13 | SMALLING, ANNE M. | Director | Buy | 21,882 | — | — |
| 2022-05-13 | RICHEY, ELLEN | Director | Buy | 21,882 | — | — |
| 2022-05-13 | PASSILLA, MICHAEL | Director | Buy | 21,882 | — | — |
| 2022-05-13 | LAMM, JACOB | Director | Buy | 21,882 | — | — |
Frequently asked questions
Are CTLP insiders buying or selling?
Over the transactions on record, CTLP insiders have been net buyers, with about $2.05M in stock sold across 5 sales, against 28 open-market purchases.
Does insider selling at CTLP mean the stock will fall?
Not by itself. Most executive selling is pre-scheduled through 10b5-1 plans filed months in advance, and insiders sell for diversification, taxes, and liquidity far more often than out of any view on the price. Insider buying is the stronger signal, especially when several insiders buy around the same time, because there is usually only one reason to put personal cash into the stock.
Which CTLP insiders are selling the most?
Recent selling is concentrated in a few names. SINGAL, GAURAV accounts for the largest share on record, with about $808311.84 sold. Selling by one or two individuals matters less than broad selling across the whole leadership team, which is the pattern worth watching.