Insider Transactions Reported by 26 Insiders of System1, Inc.

Symbol
SST on NYSE, SSTPW on OTC
Location
Marina Del Rey, CA

Sponsored

Quick Takeaways

  • SST - System1, Inc. has 26 insiders with reported activity on this page.
  • Net insider value flow over the last year: +$287,613.
  • Recent transaction rows are available for direct filing-level review.

What Changed

  • Buy value: $287,613; sell value: $0.
  • Net share flow: +42,750.

Why This Matters

  • This page gives a plain-language issuer insider context before you inspect transaction-level evidence.
  • Use the filing links below to verify timestamps, codes, and ownership impacts directly from SEC forms.

Official SEC Source

Filed on Form 4

Issuer insider activity is sourced from SEC Forms 3, 4, and 5.

See Original Filing

Insider trading overview

Last 12 months

Net insider flow leans to buying over the last 12 months. Net value: +$287,613.

Buys

$287,613

Shares: 42,750

Insiders: 1

Sells

$0

Shares: 0

Insiders: 0

Net

+$287,613

Shares: +42,750

Insiders: 1

Window (months) Buy shares Sell shares Buy $ Sell $ Net $
0-3 0 0 $0 $0 $0
3-6 0 0 $0 $0 $0
6-9 42,750 0 $287,613 $0 +$287,613
9-12 0 0 $0 $0 $0

System1, Inc. executives and other stock owners filed with the SEC include:

Name Relationship Holdings Value Past Year Net Change Change % Valuation Report Date
William P. Foley II Director, 10%+ Owner $133,445,586 Mixed 10 May 2022
BGPT Trebia LP Director, 10%+ Owner $89,640,703 Mixed 19 Apr 2022
Just Develop It Ltd 10%+ Owner $47,882,063 Mixed 28 Jan 2022
Cannae Holdings, Inc. 10%+ Owner $44,030,854 Mixed 06 Sep 2023
Stanley Blend 10%+ Owner $7,323,858 Mixed 24 Dec 2024
CEE Holdings Trust 10%+ Owner $6,731,142 +$287,613 +4.5% Filing P/S 22 Aug 2025
Lone Star Friends Trust 10%+ Owner $2,775,323 Filing P/S 17 Jun 2024
Paul Filsinger President $748,820 Mixed 14 Oct 2022
Tridivesh Kidambi Chief Financial Officer $501,207 Mixed 28 Jan 2026
Jennifer Mindy Prince Director $367,014 Mixed 11 Jun 2024
William Dexter Fowler Director $360,414 Mixed 11 Jun 2024
Daniel J. Weinrot General Counsel & Secretary $290,066 Mixed 28 Jan 2026
Brian Coppola Chief Ad Operations Officer $276,837 Mixed 28 Jan 2026
Christopher Stephen Phillips Director, 10%+ Owner $260,800 Mixed 31 Jul 2023
Elizabeth Sestanovich Chief People Officer $247,828 Mixed 28 Jan 2026
Jennifer Lynn Robinson Chief Technology Officer $174,898 Mixed 15 Aug 2024
Charles Ursini President & COO, Director $132,300 Mixed 29 Jul 2025
John Civantos Director $25,420 Mixed 31 Jul 2025
Frank R. Martire Director $14,967 Mixed 31 Jul 2025
Moujan Kazerani Director $14,505 Mixed 31 Jul 2025
Ryan R. Caswell Director $13,887 Mixed 31 Jul 2025
Taryn Jogi Naidu Director $13,882 Mixed 31 Jul 2025
Caroline Horn Director $13,470 Mixed 31 Jul 2025
Tanmay Kumar Director $12,670 Mixed 31 Jul 2025
L. Michael Blend CEO & Chairman, Director $0 Mixed 12 Aug 2024
Trasimene Trebia, LP Director, 10%+ Owner Mixed 13 Mar 2023

Top shareholders of System1, Inc. (13F + 13D/G + 3/4/5)

Grouped by holder across the latest SEC ownership disclosures. Ownership % is shown only when it is directly reported or safely comparable across share classes.

Methodology: rows are grouped by holder and ranked by the holder's primary source value. indicates unavailable or non-comparable values; "mixed-class rows" means the latest filing spans non-comparable classes.
Holder Source Role / Reporting Ownership % Shares Holdings Value 12M Net Δ As of Details
William P. Foley II
3/4/5 13D/G
Director, 10%+ Owner
4.8%
from 13D/G
6,625,898
$133,445,586 10 May 2022
BGPT Trebia LP
3/4/5
Director, 10%+ Owner
class O/S missing
4,450,879
$89,640,703 19 Apr 2022
Just Develop It Ltd
3/4/5
10%+ Owner
class O/S missing
29,375,499
$47,882,063 28 Jan 2022
Cannae Holdings, Inc.
3/4/5 13D/G 13F
10%+ Owner · Company
4.4%
from 13D/G
27,012,794
$44,030,854 06 Sep 2023
Stanley Blend
3/4/5
10%+ Owner
mixed-class rows
6,975,103
mixed-class rows
$7,323,858 24 Dec 2024
CEE Holdings Trust
3/4/5
10%+ Owner
class O/S missing
919,555
$6,731,142 +$287,613 22 Aug 2025
Lone Star Friends Trust
3/4/5
10%+ Owner
class O/S missing
1,850,215
$2,775,323 17 Jun 2024
Blend Family Foundation
13D/G
The Blend Family Foundation
7%
5,545,077
$2,107,129 $0 02 May 2025
Paul Filsinger
3/4/5
President
class O/S missing
459,399
$748,820 14 Oct 2022
BANK OF AMERICA CORP /DE/
13F
Company
class O/S missing
161,546
$633,260 31 Dec 2025
13F
Tridivesh Kidambi
3/4/5
Chief Financial Officer
mixed-class rows
191,906
mixed-class rows
$501,207 28 Jan 2026
Cerity Partners LLC
13F
Company
class O/S missing
116,844
$458,028 31 Dec 2025
13F
Jennifer Mindy Prince
3/4/5
Director
class O/S missing
222,433
$367,014 11 Jun 2024
William Dexter Fowler
3/4/5
Director
class O/S missing
218,433
$360,414 11 Jun 2024
Daniel J. Weinrot
3/4/5
General Counsel & Secretary
class O/S missing
69,394
$290,066 28 Jan 2026
Brian Coppola
3/4/5
Chief Ad Operations Officer
class O/S missing
66,229
$276,837 28 Jan 2026
Christopher Stephen Phillips
3/4/5
Director, 10%+ Owner
class O/S missing
160,000
$260,800 31 Jul 2023
Elizabeth Sestanovich
3/4/5
Chief People Officer
class O/S missing
59,289
$247,828 28 Jan 2026
VANGUARD GROUP INC
13F
Company
class O/S missing
46,933
$183,977 31 Dec 2025
13F
Jennifer Lynn Robinson
3/4/5
Chief Technology Officer
class O/S missing
161,943
$174,898 15 Aug 2024
MILLENNIUM MANAGEMENT LLC
13F
Company
class O/S missing
35,449
$138,960 31 Dec 2025
13F
Charles Ursini
3/4/5
President & COO, Director
4.5%
367,500
$132,300 29 Jul 2025
BlackRock, Inc.
13F
Company
class O/S missing
24,247
$95,049 31 Dec 2025
13F
RENAISSANCE TECHNOLOGIES LLC
13F
Company
class O/S missing
18,620
$72,990 31 Dec 2025
13F
GEODE CAPITAL MANAGEMENT, LLC
13F
Company
class O/S missing
14,363
$56,327 31 Dec 2025
13F
CITADEL ADVISORS LLC
13F
Company
class O/S missing
12,759
$50,015 31 Dec 2025
13F
XTX Topco Ltd
13F
Company
class O/S missing
12,376
$48,514 31 Dec 2025
13F
STATE STREET CORP
13F
Company
class O/S missing
11,502
$45,088 31 Dec 2025
13F
John Civantos
3/4/5
Director
0.87%
70,613
$25,420 31 Jul 2025
Frank R. Martire
3/4/5
Director
0.51%
41,575
$14,967 31 Jul 2025
Moujan Kazerani
3/4/5
Director
0.5%
40,292
$14,505 31 Jul 2025
Ryan R. Caswell
3/4/5
Director
0.47%
38,577
$13,887 31 Jul 2025
Taryn Jogi Naidu
3/4/5
Director
0.47%
38,562
$13,882 31 Jul 2025
Caroline Horn
3/4/5
Director
0.46%
37,418
$13,470 31 Jul 2025
Tanmay Kumar
3/4/5
Director
0.43%
35,196
$12,670 31 Jul 2025
FMR LLC
13F
Company
class O/S missing
1,105
$4,332 31 Dec 2025
13F
Tower Research Capital LLC (TRC)
13F
Company
class O/S missing
988
$3,873 31 Dec 2025
13F
GROUP ONE TRADING LLC
13F
Company
class O/S missing
663
$2,599 31 Dec 2025
13F
MORGAN STANLEY
13F
Company
class O/S missing
439
$1,721 31 Dec 2025
13F
UBS Group AG
13F
Company
class O/S missing
417
$1,635 31 Dec 2025
13F
Farther Finance Advisors, LLC
13F
Company
class O/S missing
150
$588 31 Dec 2025
13F
BNP PARIBAS FINANCIAL MARKETS
13F
Company
class O/S missing
86
$337 31 Dec 2025
13F
SBI Securities Co., Ltd.
13F
Company
class O/S missing
60
$235 31 Dec 2025
13F
JPMORGAN CHASE & CO
13F
Company
class O/S missing
42
$165 31 Dec 2025
13F
OSAIC HOLDINGS, INC.
13F
Company
class O/S missing
35
$137 31 Dec 2025
13F
L. Michael Blend
3/4/5
CEO & Chairman, Director
class O/S missing
2,500,000
12 Aug 2024

Recent Insider Transactions by Companies or Individuals for System1, Inc.

Showing up to 300 most recent insider transactions from the last 12 months.

Insider Symbol Class Transaction % Value $ * Price $ Shares Shares Owned Date Ownership
Tridivesh Kidambi SST Class A Common Stock Tax liability -0.21% -258 119,906 28 Jan 2026 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -0.35% -211 59,289 28 Jan 2026 Direct
Brian Coppola SST Class A Common Stock Tax liability -0.35% -231 66,229 28 Jan 2026 Direct
Daniel J. Weinrot SST Class A Common Stock Tax liability -0.3% -211 69,394 28 Jan 2026 Direct
Tridivesh Kidambi SST Class A Common Stock Tax liability -0.29% -345 120,164 15 Jan 2026 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -0.63% -377 59,500 15 Jan 2026 Direct
Brian Coppola SST Class A Common Stock Tax liability -0.56% -371 66,460 15 Jan 2026 Direct
Daniel J. Weinrot SST Class A Common Stock Tax liability -0.54% -377 69,605 15 Jan 2026 Direct
Tridivesh Kidambi SST Class A Common Stock Tax liability -0.22% -263 120,509 28 Oct 2025 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -0.26% -158 59,877 28 Oct 2025 Direct
Brian Coppola SST Class A Common Stock Tax liability -0.35% -235 66,831 28 Oct 2025 Direct
Daniel J. Weinrot SST Class A Common Stock Tax liability -0.3% -214 69,982 28 Oct 2025 Direct
Brian Coppola SST Class A Common Stock Tax liability -0.56% -377 67,066 15 Oct 2025 Direct
Tridivesh Kidambi SST Class A Common Stock Tax liability -0.29% -352 120,772 15 Oct 2025 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -0.47% -282 60,035 15 Oct 2025 Direct
Daniel J. Weinrot SST Class A Common Stock Tax liability -0.54% -382 70,196 15 Oct 2025 Direct
CEE Holdings Trust SST Class A Common Stock Purchase 1.21% $80,630 $7.32 11,015 919,555 22 Aug 2025 Direct
CEE Holdings Trust SST Class A Common Stock Purchase 1.4% $86,830 $6.90 12,584 908,540 21 Aug 2025 Direct
CEE Holdings Trust SST Class A Common Stock Purchase 1.42% $78,650 $6.25 12,584 895,956 20 Aug 2025 Direct
CEE Holdings Trust SST Class A Common Stock Purchase 0.75% $41,503 $6.32 6,567 883,372 19 Aug 2025 Direct
Frank Martire Jr. SST Class A Common Stock Award 56.4% 15,000 41,575 31 Jul 2025 Direct
Ryan R. Caswell SST Class A Common Stock Award 63.6% 15,000 38,577 31 Jul 2025 Direct
Tanmay Kumar SST Class A Common Stock Award 74.3% 15,000 35,196 31 Jul 2025 Direct
Taryn Jogi Naidu SST Class A Common Stock Award 63.7% 15,000 38,562 31 Jul 2025 Direct
Moujan Kazerani SST Class A Common Stock Award 59.3% 15,000 40,292 31 Jul 2025 Direct
John Civantos SST Class A Common Stock Award 27% 15,000 70,613 31 Jul 2025 Direct
Caroline Horn SST Class A Common Stock Award 66.9% 15,000 37,418 31 Jul 2025 Direct
Charles Ursini SST Class A Common Stock Award 1125% 337,500 367,500 29 Jul 2025 Direct
Tridivesh Kidambi SST Class A Common Stock Award 70.3% 50,000 121,124 29 Jul 2025 Direct
Tridivesh Kidambi SST Stock Appreciation Rights Award 38.5% 20,000 72,000 29 Jul 2025 Direct
Brian Coppola SST Class A Common Stock Award 145.8% 40,000 67,443 29 Jul 2025 Direct
Elizabeth Sestanovich SST Class A Common Stock Award 196.9% 40,000 60,317 29 Jul 2025 Direct
Daniel J. Weinrot SST Class A Common Stock Award 290.4% 52,500 70,578 29 Jul 2025 Direct
Tridivesh Kidambi SST Class A Common Stock Tax liability -0.31% -224 71,124 28 Jul 2025 Direct
Brian Coppola SST Class A Common Stock Tax liability -0.75% -206 27,443 28 Jul 2025 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -0.66% -135 20,317 28 Jul 2025 Direct
Daniel J. Weinrot SST Class A Common Stock Tax liability -1.05% -191 18,078 28 Jul 2025 Direct
Tridivesh Kidambi SST Class A Common Stock Tax liability -0.42% -300 71,348 15 Jul 2025 Direct
Brian Coppola SST Class A Common Stock Tax liability -1.18% -330 27,649 15 Jul 2025 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -1.16% -240 20,452 15 Jul 2025 Direct
Daniel J. Weinrot SST Class A Common Stock Tax liability -1.83% -341 18,269 15 Jul 2025 Direct
John Civantos SST Class A Common Stock Purchase 12.4% 6,158 55,613 13 Jun 2025 Direct
John Civantos SST Class A Common Stock Purchase 61.6% 18,842 49,455 12 Jun 2025 Direct
Tridivesh Kidambi SST Warrants (right to buy) Sale -100% -15,000 0 09 Jun 2025 Direct
Tridivesh Kidambi SST Class A Common Stock Tax liability -0.31% -2,237 716,488 28 Apr 2025 Direct
Brian Coppola SST Class A Common Stock Tax liability -0.73% -2,052 279,799 28 Apr 2025 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -0.64% -1,342 206,929 28 Apr 2025 Direct
Daniel J. Weinrot SST Class A Common Stock Tax liability -1.01% -1,905 186,106 28 Apr 2025 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -1.14% -2,398 208,271 15 Apr 2025 Direct
Brian Coppola SST Class A Common Stock Tax liability -1.16% -3,300 281,851 15 Apr 2025 Direct
* An asterisk sign (*) next to the price indicates that the price is likely invalid.