System1, Inc. SST NYSE

NYSE • Industrials • Specialty Business Services • US • USD

SharesGrow Score

43/100

2/7 Pass

SharesGrow Intrinsic Value

There have been 50 recent insider transactions recorded for System1, Inc. (SST), including 18 buys and 32 sells. Total insider buying was valued at $527.4K and total insider selling at $218.65K.

Notable insiders with recent activity include Weinrot Daniel J, Kidambi Tridivesh, Coppola Brian. Insider transactions can provide insights into how company leadership views the stock's valuation and future prospects.

Insider Transactions — SST

Date	Name	Role	Transaction	Shares	Avg. Price	Value	Shares Owned
2026-01-28	Weinrot Daniel J	General Counsel & Secretary	Tax Withholding of RSU	211	$4.18	$881.98	69,394
2026-01-28	Kidambi Tridivesh	Chief Financial Officer	Tax Withholding of RSU	258	$4.18	$1.08K	119,906
2026-01-28	Coppola Brian	Chief Ad Operations Officer	Tax Withholding of RSU	231	$4.18	$965.58	66,229
2026-01-28	Sestanovich Elizabeth	Chief People Officer	Tax Withholding of RSU	211	$4.18	$881.98	59,289
2026-01-15	Weinrot Daniel J	General Counsel & Secretary	Tax Withholding of RSU	377	$4.40	$1.66K	69,605
2026-01-15	Kidambi Tridivesh	Chief Financial Officer	Tax Withholding of RSU	345	$4.40	$1.52K	120,164
2026-01-15	Coppola Brian	Chief Ad Operations Officer	Tax Withholding of RSU	371	$4.40	$1.63K	66,460
2026-01-15	Sestanovich Elizabeth	Chief People Officer	Tax Withholding of RSU	377	$4.40	$1.66K	59,500
2025-10-28	Weinrot Daniel J	General Counsel & Secretary	Tax Withholding of RSU	214	$6.18	$1.32K	69,982
2025-10-28	Kidambi Tridivesh	Chief Financial Officer	Tax Withholding of RSU	263	$6.18	$1.63K	120,509
2025-10-28	Coppola Brian	Chief Ad Operations Officer	Tax Withholding of RSU	235	$6.18	$1.45K	66,831
2025-10-28	Sestanovich Elizabeth	Chief People Officer	Tax Withholding of RSU	158	$6.18	$976.44	59,877
2025-10-15	Weinrot Daniel J	General Counsel & Secretary	Tax Withholding of RSU	382	$7.94	$3.03K	70,196
2025-10-15	Kidambi Tridivesh	Chief Financial Officer	Tax Withholding of RSU	352	$7.94	$2.79K	120,772
2025-10-15	Coppola Brian	Chief Ad Operations Officer	Tax Withholding of RSU	377	$7.94	$2.99K	67,066
2025-10-15	Sestanovich Elizabeth	Chief People Officer	Tax Withholding of RSU	282	$7.94	$2.24K	60,035
2025-08-22	Cee Holdings Trust	10 Percent Owner	Informative Buy	11,015	$7.32	$80.63K	919,555
2025-08-21	Cee Holdings Trust	10 Percent Owner	Informative Buy	12,584	$6.90	$86.83K	908,540
2025-08-20	Cee Holdings Trust	10 Percent Owner	Informative Buy	12,584	$6.25	$78.65K	895,956
2025-08-19	Cee Holdings Trust	10 Percent Owner	Informative Buy	6,567	$6.32	$41.5K	883,372
2025-07-31	Naidu Taryn Jogi	Director	RSU Award	15,000	-	-	38,562
2025-07-31	Kumar Tanmay	Director	RSU Award	15,000	-	-	35,196
2025-07-31	Kazerani Moujan	Director	RSU Award	15,000	-	-	40,292
2025-07-31	Horn Caroline	Director	RSU Award	15,000	-	-	37,418
2025-07-31	Civantos John	Director	RSU Award	15,000	-	-	70,613
2025-07-31	Martire Frank R	Director	RSU Award	15,000	-	-	41,575
2025-07-31	Caswell Ryan R.	Director	RSU Award	15,000	-	-	38,577
2025-07-29	Weinrot Daniel J	General Counsel & Secretary	RSU Award	52,500	-	-	70,578
2025-07-29	Kidambi Tridivesh	Chief Financial Officer	RSU Award	20,000	$7.09	$141.8K	72,000
2025-07-29	Coppola Brian	Chief Ad Operations Officer	RSU Award	40,000	-	-	67,443
2025-07-29	Sestanovich Elizabeth	Chief People Officer	RSU Award	40,000	-	-	60,317
2025-07-29	Ursini Charles	President & COO	RSU Award	337,500	-	-	367,500
2025-07-28	Weinrot Daniel J	General Counsel & Secretary	Tax Withholding of RSU	191	$7.51	$1.43K	18,078
2025-07-28	Kidambi Tridivesh	Chief Financial Officer	Tax Withholding of RSU	224	$7.51	$1.68K	71,124
2025-07-28	Coppola Brian	Chief Ad Operations Officer	Tax Withholding of RSU	206	$7.51	$1.55K	27,443
2025-07-28	Sestanovich Elizabeth	Chief People Officer	Tax Withholding of RSU	135	$7.51	$1.01K	20,317
2025-07-15	Weinrot Daniel J	General Counsel & Secretary	Tax Withholding of RSU	341	$6.33	$2.16K	18,269
2025-07-15	Kidambi Tridivesh	Chief Financial Officer	Tax Withholding of RSU	300	$6.33	$1.9K	71,348
2025-07-15	Coppola Brian	Chief Ad Operations Officer	Tax Withholding of RSU	330	$6.33	$2.09K	27,649
2025-07-15	Sestanovich Elizabeth	Chief People Officer	Tax Withholding of RSU	240	$6.33	$1.52K	20,452
2025-06-13	Civantos John	Director	Informative Buy	6,158	$4.01	$24.69K	55,613
2025-06-12	Civantos John	Director	Informative Buy	18,842	$3.89	$73.3K	49,455
2025-06-09	Kidambi Tridivesh	Chief Financial Officer	Informative Sell	15,000	$11.50	$172.5K	-
2025-04-28	Weinrot Daniel J	General Counsel & Secretary	Tax Withholding of RSU	1,905	$0.41	$781.05	186,106
2025-04-28	Kidambi Tridivesh	Chief Financial Officer	Tax Withholding of RSU	2,237	$0.41	$917.17	716,488
2025-04-28	Coppola Brian	Chief Ad Operations Officer	Tax Withholding of RSU	2,052	$0.41	$841.32	279,799
2025-04-28	Sestanovich Elizabeth	Chief People Officer	Tax Withholding of RSU	1,342	$0.41	$550.22	206,929
2025-04-15	Weinrot Daniel J	General Counsel & Secretary	Tax Withholding of RSU	3,403	$0.31	$1.05K	188,011
2025-04-15	Kidambi Tridivesh	Chief Financial Officer	Tax Withholding of RSU	2,997	$0.31	$929.07	718,725
2025-04-15	Coppola Brian	Chief Ad Operations Officer	Tax Withholding of RSU	3,300	$0.31	$1.02K	281,851

■ Informative Buy/Sell — open market transaction (most significant) ■ Uninformative Buy — award, option exercise, conversion ■ Uninformative Sell — tax withholding, award vest sale ■ Neutral — gift, trust, expiry