CTLP

Cantaloupe, INC.

Insider trading activity for Cantaloupe, INC., straight from SEC Form 4 filings. Net figures below count open-market buys and sales only — grants, option exercises and tax withholding are excluded because they are compensation, not decisions to trade.

Past 3 months

net buying

Bought(0 · 0 insiders): $0
Sold(0 · 0 insiders): $0

Past 6 months

net buying

Bought(0 · 0 insiders): $0
Sold(1 · 1 insiders): $0

Past 12 months

net buying

Bought(0 · 0 insiders): $0
Sold(1 · 1 insiders): $0

Transaction history

The 78 most recent Form 4 transactions.

Open in screener →

Insider transactions, newest first: date, security, transaction type, size and a link to the filing each row came from.
Date	Insider	Role	Type	Shares	Price	Value	Δ Own	Filing
May 8	Grachek Jared Scott	Chief Accounting Officer	DTOISS◆	30,000	—	—	—	Open the original filing on SEC.gov
May 8	Grachek Jared Scott	Chief Accounting Officer	DTOISS	20,788	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Grachek Jared Scott	Chief Accounting Officer	DTOISS	8,722	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Dumbrell Jeffrey Charles	Chief Revenue Officer	DTOISS◆	296,668	—	—	—	Open the original filing on SEC.gov
May 8	Dumbrell Jeffrey Charles	Chief Revenue Officer	DTOISS◆	225,000	—	—	—	Open the original filing on SEC.gov
May 8	Dumbrell Jeffrey Charles	Chief Revenue Officer	DTOISS	50,000	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Dumbrell Jeffrey Charles	Chief Revenue Officer	SSELL	23,254	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Dumbrell Jeffrey Charles	Chief Revenue Officer	JOTHER	20,000	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Dumbrell Jeffrey Charles	Chief Revenue Officer	DTOISS	12,220	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Novoseletsky Anna Rose	Chief Legal Officer	DTOISS◆	100,000	—	—	—	Open the original filing on SEC.gov
May 8	Novoseletsky Anna Rose	Chief Legal Officer	DTOISS	19,288	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Novoseletsky Anna Rose	Chief Legal Officer	DTOISS	9,466	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Venkatesan Ravi	Chief Executive Officer	DTOISS◆	200,000	—	—	—	Open the original filing on SEC.gov
May 8	Venkatesan Ravi	Chief Executive Officer	DTOISS◆	300,000	—	—	—	Open the original filing on SEC.gov
May 8	Venkatesan Ravi	Chief Executive Officer	DTOISS◆	800,000	—	—	—	Open the original filing on SEC.gov
May 8	Venkatesan Ravi	Chief Executive Officer	DTOISS	43,391	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Venkatesan Ravi	Chief Executive Officer	DTOISS	149,727	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Stewart Scott Matthew	Chief Financial Officer	DTOISS◆	100,000	—	—	—	Open the original filing on SEC.gov
May 8	Stewart Scott Matthew	Chief Financial Officer	DTOISS◆	125,000	—	—	—	Open the original filing on SEC.gov
May 8	Stewart Scott Matthew	Chief Financial Officer	DTOISS◆	175,000	—	—	—	Open the original filing on SEC.gov
May 8	Stewart Scott Matthew	Chief Financial Officer	DTOISS◆	225,000	—	—	—	Open the original filing on SEC.gov
May 8	Stewart Scott Matthew	Chief Financial Officer	DTOISS	50,000	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Stewart Scott Matthew	Chief Financial Officer	DTOISS	23,254	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Stewart Scott Matthew	Chief Financial Officer	DTOISS	3,323	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Smalling Anne M.	Director	DTOISS◆	120,000	—	—	—	Open the original filing on SEC.gov
May 8	Smalling Anne M.	Director	DTOISS	19,157	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Smalling Anne M.	Director	DTOISS	78,319	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Warren Shannon S	Director	DTOISS◆	120,000	—	—	—	Open the original filing on SEC.gov
May 8	Warren Shannon S	Director	DTOISS	19,157	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Warren Shannon S	Director	DTOISS	78,319	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Lamm Jacob	Director	DTOISS◆	120,000	—	—	—	Open the original filing on SEC.gov
May 8	Lamm Jacob	Director	DTOISS	19,157	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Lamm Jacob	Director	DTOISS	78,319	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Passilla Michael	Director	DTOISS◆	120,000	—	—	—	Open the original filing on SEC.gov
May 8	Passilla Michael	Director	DTOISS	19,157	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Passilla Michael	Director	DTOISS	78,319	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Baird Lisa P.	Director	DTOISS◆	120,000	—	—	—	Open the original filing on SEC.gov
May 8	Baird Lisa P.	Director	DTOISS	19,157	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Baird Lisa P.	Director	DTOISS	175,795	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Harris Ian Jiro	Director	DTOISS◆	100,000	—	—	—	Open the original filing on SEC.gov
May 8	Harris Ian Jiro	Director	DTOISS	19,157	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Harris Ian Jiro	Director	DTOISS	168,718	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Richey Ellen	Director	DTOISS◆	120,000	—	—	—	Open the original filing on SEC.gov
May 8	Richey Ellen	Director	DTOISS	19,157	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Richey Ellen	Director	DTOISS	78,319	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Bergeron Douglas	Director	DTOISS◆	120,000	—	—	—	Open the original filing on SEC.gov
May 8	Bergeron Douglas	Director	DTOISS	19,157	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Bergeron Douglas	Director	JOTHER	570,420	—	—	-100.0%	Open the original filing on SEC.gov
May 8	Bergeron Douglas	Director	DTOISS	493,561	—	—	-100.0%	Open the original filing on SEC.gov
Sep 22, 2025	Singal Gaurav	Chief Technology Officer	SSELL	14,544	$10.61	$154.3K	-35.9%	Open the original filing on SEC.gov
Sep 18, 2025	Singal Gaurav	Chief Technology Officer	MEXER◆	200,000	$3.27	$654K	—	Open the original filing on SEC.gov
Sep 18, 2025	Singal Gaurav	Chief Technology Officer	SSELL	200,000	$10.63	$2.1M	-83.2%	Open the original filing on SEC.gov
Sep 18, 2025	Singal Gaurav	Chief Technology Officer	MEXER	200,000	$3.27	$654K	+493.4%	Open the original filing on SEC.gov
Sep 18, 2025	Stewart Scott Matthew	Chief Financial Officer	SSELL	62,830	$10.63	$667.9K	-54.2%	Open the original filing on SEC.gov
Aug 1, 2025	Grachek Jared Scott	Chief Accounting Officer	AGRANT	3,739	—	—	+12.6%	Open the original filing on SEC.gov
Aug 1, 2025	Singal Gaurav	Chief Technology Officer	AGRANT	7,260	—	—	+21.8%	Open the original filing on SEC.gov
Aug 1, 2025	Novoseletsky Anna Rose	Chief Legal Officer	AGRANT	6,810	—	—	+26.4%	Open the original filing on SEC.gov
Aug 1, 2025	Stewart Scott Matthew	Chief Financial Officer	AGRANT	12,500	—	—	+12.1%	Open the original filing on SEC.gov
Aug 1, 2025	Stewart Scott Matthew	Chief Financial Officer	AGRANT	8,095	—	—	+8.5%	Open the original filing on SEC.gov
Aug 1, 2025	Dumbrell Jeffrey Charles	Chief Revenue Officer	AGRANT	12,500	—	—	+11.6%	Open the original filing on SEC.gov
Aug 1, 2025	Dumbrell Jeffrey Charles	Chief Revenue Officer	AGRANT	8,095	—	—	+8.1%	Open the original filing on SEC.gov
Aug 1, 2025	Venkatesan Ravi	Chief Executive Officer	AGRANT	14,593	—	—	+7.4%	Open the original filing on SEC.gov
May 12, 2025	Harris Ian Jiro	Director	AGRANT↺	19,157	—	—	+11.3%	Open the original filing on SEC.gov
May 12, 2025	Lamm Jacob	Director	AGRANT↺	19,157	—	—	+24.5%	Open the original filing on SEC.gov
May 12, 2025	Passilla Michael	Director	AGRANT↺	19,157	—	—	+24.5%	Open the original filing on SEC.gov
May 12, 2025	Smalling Anne M.	Director	AGRANT↺	19,157	—	—	+24.5%	Open the original filing on SEC.gov
May 12, 2025	Richey Ellen	Director	AGRANT↺	19,157	—	—	+24.5%	Open the original filing on SEC.gov
May 12, 2025	Warren Shannon S	Director	AGRANT↺	19,157	—	—	+24.5%	Open the original filing on SEC.gov
May 12, 2025	Bergeron Douglas	Director	AGRANT↺	19,157	—	—	+4.1%	Open the original filing on SEC.gov
May 12, 2025	Baird Lisa P.	Director	AGRANT↺	19,157	—	—	+19.7%	Open the original filing on SEC.gov
May 1, 2025	Harris Ian Jiro	Director	AGRANT	18,727	—	—	+11.1%	Open the original filing on SEC.gov
May 1, 2025	Lamm Jacob	Director	AGRANT	18,727	—	—	+23.9%	Open the original filing on SEC.gov
May 1, 2025	Passilla Michael	Director	AGRANT	18,727	—	—	+23.9%	Open the original filing on SEC.gov
May 1, 2025	Richey Ellen	Director	AGRANT	18,727	—	—	+23.9%	Open the original filing on SEC.gov
May 1, 2025	Smalling Anne M.	Director	AGRANT	18,727	—	—	+23.9%	Open the original filing on SEC.gov
May 1, 2025	Warren Shannon S	Director	AGRANT	18,727	—	—	+23.9%	Open the original filing on SEC.gov
May 1, 2025	Bergeron Douglas	Director	AGRANT	18,727	—	—	+4.0%	Open the original filing on SEC.gov
May 1, 2025	Baird Lisa P.	Director	AGRANT	18,727	—	—	+19.2%	Open the original filing on SEC.gov

DTOISS◆—

Grachek Jared Scott · Chief Accounting…May 8

30,000 sh

DTOISS—

Grachek Jared Scott · Chief Accounting…May 8

20,788 sh · -100.0% own

DTOISS—

Grachek Jared Scott · Chief Accounting…May 8

8,722 sh · -100.0% own

DTOISS◆—

Dumbrell Jeffrey Charles · Chief Revenue…May 8

296,668 sh

DTOISS◆—

Dumbrell Jeffrey Charles · Chief Revenue…May 8

225,000 sh

DTOISS—

Dumbrell Jeffrey Charles · Chief Revenue…May 8

50,000 sh · -100.0% own

SSELL—

Dumbrell Jeffrey Charles · Chief Revenue…May 8

23,254 sh · -100.0% own

JOTHER—

Dumbrell Jeffrey Charles · Chief Revenue…May 8

20,000 sh · -100.0% own

DTOISS—

Dumbrell Jeffrey Charles · Chief Revenue…May 8

12,220 sh · -100.0% own

DTOISS◆—

Novoseletsky Anna Rose · Chief Legal…May 8

100,000 sh

DTOISS—

Novoseletsky Anna Rose · Chief Legal…May 8

19,288 sh · -100.0% own

DTOISS—

Novoseletsky Anna Rose · Chief Legal…May 8

9,466 sh · -100.0% own

DTOISS◆—

Venkatesan Ravi · Chief Executive…May 8

200,000 sh

DTOISS◆—

Venkatesan Ravi · Chief Executive…May 8

300,000 sh

DTOISS◆—

Venkatesan Ravi · Chief Executive…May 8

800,000 sh

DTOISS—

Venkatesan Ravi · Chief Executive…May 8

43,391 sh · -100.0% own

DTOISS—

Venkatesan Ravi · Chief Executive…May 8

149,727 sh · -100.0% own

DTOISS◆—

Stewart Scott Matthew · Chief Financial…May 8

100,000 sh

DTOISS◆—

Stewart Scott Matthew · Chief Financial…May 8

125,000 sh

DTOISS◆—

Stewart Scott Matthew · Chief Financial…May 8

175,000 sh

DTOISS◆—

Stewart Scott Matthew · Chief Financial…May 8

225,000 sh

DTOISS—

Stewart Scott Matthew · Chief Financial…May 8

50,000 sh · -100.0% own

DTOISS—

Stewart Scott Matthew · Chief Financial…May 8

23,254 sh · -100.0% own

DTOISS—

Stewart Scott Matthew · Chief Financial…May 8

3,323 sh · -100.0% own

DTOISS◆—

Smalling Anne M. · DirectorMay 8

120,000 sh

DTOISS—

Smalling Anne M. · DirectorMay 8

19,157 sh · -100.0% own

DTOISS—

Smalling Anne M. · DirectorMay 8

78,319 sh · -100.0% own

DTOISS◆—

Warren Shannon S · DirectorMay 8

120,000 sh

DTOISS—

Warren Shannon S · DirectorMay 8

19,157 sh · -100.0% own

DTOISS—

Warren Shannon S · DirectorMay 8

78,319 sh · -100.0% own

DTOISS◆—

Lamm Jacob · DirectorMay 8

120,000 sh

DTOISS—

Lamm Jacob · DirectorMay 8

19,157 sh · -100.0% own

DTOISS—

Lamm Jacob · DirectorMay 8

78,319 sh · -100.0% own

DTOISS◆—

Passilla Michael · DirectorMay 8

120,000 sh

DTOISS—

Passilla Michael · DirectorMay 8

19,157 sh · -100.0% own

DTOISS—

Passilla Michael · DirectorMay 8

78,319 sh · -100.0% own

DTOISS◆—

Baird Lisa P. · DirectorMay 8

120,000 sh

DTOISS—

Baird Lisa P. · DirectorMay 8

19,157 sh · -100.0% own

DTOISS—

Baird Lisa P. · DirectorMay 8

175,795 sh · -100.0% own

DTOISS◆—

Harris Ian Jiro · DirectorMay 8

100,000 sh

DTOISS—

Harris Ian Jiro · DirectorMay 8

19,157 sh · -100.0% own

DTOISS—

Harris Ian Jiro · DirectorMay 8

168,718 sh · -100.0% own

DTOISS◆—

Richey Ellen · DirectorMay 8

120,000 sh

DTOISS—

Richey Ellen · DirectorMay 8

19,157 sh · -100.0% own

DTOISS—

Richey Ellen · DirectorMay 8

78,319 sh · -100.0% own

DTOISS◆—

Bergeron Douglas · DirectorMay 8

120,000 sh

DTOISS—

Bergeron Douglas · DirectorMay 8

19,157 sh · -100.0% own

JOTHER—

Bergeron Douglas · DirectorMay 8

570,420 sh · -100.0% own

DTOISS—

Bergeron Douglas · DirectorMay 8

493,561 sh · -100.0% own

SSELL$154.3K

Singal Gaurav · Chief Technology…Sep 22, 2025

14,544 sh @ $10.61 · -35.9% own

MEXER◆$654K

Singal Gaurav · Chief Technology…Sep 18, 2025

200,000 sh @ $3.27

SSELL$2.1M

Singal Gaurav · Chief Technology…Sep 18, 2025

200,000 sh @ $10.63 · -83.2% own

MEXER$654K

Singal Gaurav · Chief Technology…Sep 18, 2025

200,000 sh @ $3.27 · +493.4% own

SSELL$667.9K

Stewart Scott Matthew · Chief Financial…Sep 18, 2025

62,830 sh @ $10.63 · -54.2% own

AGRANT—

Grachek Jared Scott · Chief Accounting…Aug 1, 2025

3,739 sh · +12.6% own

AGRANT—

Singal Gaurav · Chief Technology…Aug 1, 2025

7,260 sh · +21.8% own

AGRANT—

Novoseletsky Anna Rose · Chief Legal…Aug 1, 2025

6,810 sh · +26.4% own

AGRANT—

Stewart Scott Matthew · Chief Financial…Aug 1, 2025

12,500 sh · +12.1% own

AGRANT—

Stewart Scott Matthew · Chief Financial…Aug 1, 2025

8,095 sh · +8.5% own

AGRANT—

Dumbrell Jeffrey Charles · Chief Revenue…Aug 1, 2025

12,500 sh · +11.6% own

AGRANT—

Dumbrell Jeffrey Charles · Chief Revenue…Aug 1, 2025

8,095 sh · +8.1% own

AGRANT—

Venkatesan Ravi · Chief Executive…Aug 1, 2025

14,593 sh · +7.4% own

AGRANT↺—

Harris Ian Jiro · DirectorMay 12, 2025

19,157 sh · +11.3% own

AGRANT↺—

Lamm Jacob · DirectorMay 12, 2025

19,157 sh · +24.5% own

AGRANT↺—

Passilla Michael · DirectorMay 12, 2025

19,157 sh · +24.5% own

AGRANT↺—

Smalling Anne M. · DirectorMay 12, 2025

19,157 sh · +24.5% own

AGRANT↺—

Richey Ellen · DirectorMay 12, 2025

19,157 sh · +24.5% own

AGRANT↺—

Warren Shannon S · DirectorMay 12, 2025

19,157 sh · +24.5% own

AGRANT↺—

Bergeron Douglas · DirectorMay 12, 2025

19,157 sh · +4.1% own

AGRANT↺—

Baird Lisa P. · DirectorMay 12, 2025

19,157 sh · +19.7% own

AGRANT—

Harris Ian Jiro · DirectorMay 1, 2025

18,727 sh · +11.1% own

AGRANT—

Lamm Jacob · DirectorMay 1, 2025

18,727 sh · +23.9% own

AGRANT—

Passilla Michael · DirectorMay 1, 2025

18,727 sh · +23.9% own

AGRANT—

Richey Ellen · DirectorMay 1, 2025

18,727 sh · +23.9% own

AGRANT—

Smalling Anne M. · DirectorMay 1, 2025

18,727 sh · +23.9% own

AGRANT—

Warren Shannon S · DirectorMay 1, 2025

18,727 sh · +23.9% own

AGRANT—

Bergeron Douglas · DirectorMay 1, 2025

18,727 sh · +4.0% own

AGRANT—

Baird Lisa P. · DirectorMay 1, 2025

18,727 sh · +19.2% own

Filing record

How quickly insiders here report their trades. Section 16 allows two business days from the transaction.

10 of 20 filings we hold were filed after the two-business-day deadline. The furthest past the deadline was 40 business days late.

Form 4 filings made after the two-business-day deadline, with the transaction date, the filing date and the number of business days between them.
Traded	Filed	Insider	Past deadline	Largest line	Source
Sep 18, 2025	Nov 19, 2025	Stewart Scott MatthewChief Financial Officer	40days · about 2 months	$667.9K	Filing ↗
May 8	May 20	Bergeron DouglasDirector	6days	—	Filing ↗
May 1, 2025	May 6, 2025	Warren Shannon SDirector	1day	—	Filing ↗
May 1, 2025	May 6, 2025	Smalling Anne M.Director	1day	—	Filing ↗
May 1, 2025	May 6, 2025	Baird Lisa P.Director	1day	—	Filing ↗

Stewart Scott MatthewChief Financial Officer

40days · about 2 months

Traded Sep 18, 2025 · filed Nov 19, 2025Filing ↗

Bergeron DouglasDirector

6days

Traded May 8 · filed May 20Filing ↗

Warren Shannon SDirector

1day

Traded May 1, 2025 · filed May 6, 2025Filing ↗

Smalling Anne M.Director

1day

Traded May 1, 2025 · filed May 6, 2025Filing ↗

Baird Lisa P.Director

1day

Traded May 1, 2025 · filed May 6, 2025Filing ↗

Counted in business days from the transaction date, or the deemed execution date where the filing reports one, excluding weekends and federal holidays. How this is measured · All late filings

Insiders at this company

Everyone who has filed a Form 4 for this issuer.

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