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CANTALOUPE, INC. 4 SEC Filings

Filed On Filing
21 May 2026 Form 4: Bergeron Douglas, Director

Returned 512,718 shares to the issuer · Disposed of 570,420 shares (Other Transaction) · Disposed of 120,000 Non-Qualified Stock Option (Right to Buy) (Disposition to Issuer)

11 May 2026 Form 4: Richey Ellen, Director

Returned 97,476 shares to the issuer · Disposed of 120,000 Non-Qualified Stock Option (Right to Buy) (Disposition to Issuer)

11 May 2026 Form 4: Harris Ian Jiro, Director

Returned 187,875 shares to the issuer · Disposed of 100,000 Non-Qualified Stock Option (Right to Buy) (Disposition to Issuer)

08 May 2026 Form 4: Venkatesan Ravi, Director

Returned 193,118 shares to the issuer · Disposed of 1,300,000 Non-Qualified Stock Option (Right to Buy) (Disposition to Issuer)

08 May 2026 Form 4: Passilla Michael, Director

Returned 97,476 shares to the issuer · Disposed of 120,000 Non-Qualified Stock Option (Right to Buy) (Disposition to Issuer)

08 May 2026 Form 4: Smalling Anne M., Director

Returned 97,476 shares to the issuer · Disposed of 120,000 Non-Qualified Stock Option (Right to Buy) (Disposition to Issuer)

08 May 2026 Form 4: Baird Lisa P., Director

Returned 194,952 shares to the issuer · Disposed of 120,000 Non-Qualified Stock Option (Right to Buy) (Disposition to Issuer)

08 May 2026 Form 4: Dumbrell Jeffrey Charles, Chief Revenue Officer

Returned 62,220 shares to the issuer · Disposed of 20,000 shares (Other Transaction) · Sold 23,254 shares · 1 more

08 May 2026 Form 4: Stewart Scott Matthew, Chief Financial Officer

Returned 76,577 shares to the issuer · Disposed of 625,000 Non-Qualified Stock Option (Right to Buy) (Disposition to Issuer)

08 May 2026 Form 4: Novoseletsky Anna Rose, Chief Legal Officer

Returned 28,754 shares to the issuer · Disposed of 100,000 Non-Qualified Stock Option (Right to Buy) (Disposition to Issuer)

08 May 2026 Form 4: Grachek Jared Scott, Chief Accounting Officer

Returned 29,510 shares to the issuer · Disposed of 30,000 Non-Qualified Stock Option (Right to Buy) (Disposition to Issuer)

08 May 2026 Form 4: Warren Shannon S, Director

Returned 97,476 shares to the issuer · Disposed of 120,000 Non-Qualified Stock Option (Right to Buy) (Disposition to Issuer)

08 May 2026 Form 4: Lamm Jacob, Director

Returned 97,476 shares to the issuer · Disposed of 120,000 Non-Qualified Stock Option (Right to Buy) (Disposition to Issuer)

20 Nov 2025 Form 4: Stewart Scott Matthew, Chief Financial Officer

Sold 62,830 shares ($668K)

24 Sep 2025 Form 4: Singal Gaurav, Chief Technology Officer

Sold 14,544 shares ($154K)

19 Sep 2025 Form 4: Singal Gaurav, Chief Technology Officer

Received 200,000 shares by exercise or conversion ($654K) · Sold 200,000 shares ($2.13M)

05 Aug 2025 Form 4: Grachek Jared Scott, Chief Accounting Officer

Received 3,739 shares as a grant or award

05 Aug 2025 Form 4: Singal Gaurav, Chief Technology Officer

Received 7,260 shares as a grant or award

05 Aug 2025 Form 4: Novoseletsky Anna Rose, Chief Legal Officer

Received 6,810 shares as a grant or award

05 Aug 2025 Form 4: Stewart Scott Matthew, Chief Financial Officer

Received 20,595 shares as a grant or award

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