System1 SST Insider Ownership

NYSE SST

$2.13 +0.09 (+4.41%)

As of: Oct 20, 2026 · 1:42 PM EDT

Insider Holdings by Owner

8.10Mn Shares

Insider Ownership Statistics

as of 30 Sep, 2026

Insider Ownership

33.80%

▼-14.08% pp QoQ

Shares Held by Insiders

3.44Mn

filed for Sep 2026

▼-29.41% QoQ

Shares Outstanding

10.19Mn

10,185,000 shares

Direct Holdings

2.03Mn

Indirect: 1.41Mn

Net Shares Traded (QoQ)

-1.43Mn

net selling in Sep 2026

Insiders Holding Shares

with Form 4 holdings on file

Shares Owned by Insiders

Shares held % of outstanding

Latest —

Average ownership —

Peak ownership —

Shares Purchased/Sold by Insiders

Bought Sold

Latest quarter —

Net over range —

Buying quarters —

Insider Ownership Summary

Updated Oct 10, 2026

Over the past year, SST insiders bought $80,730 of stock (26.91K shares) on the open market and sold none.

Among SST insiders, Tridivesh Kidambi (Chief Financial Officer) bought the most stock on the open market in the past 12 months: $80,730 (26.91K shares), most recently on April 15, 2026.
Apart from open-market trades, SST insiders received 35.3K shares in stock awards and gave up 33.39K shares to cover taxes or exercise prices in the past 12 months.
Business Quant data puts insider holdings in SST at 3.44Mn shares across insiders' latest Form 4 filings, or 33.80% of the 10.19Mn shares outstanding.
By type of ownership, SST insiders hold 58.97% of their shares directly (2.03Mn shares) and 41.03% indirectly (1.41Mn shares).
The insider holdings in System1 belong to 14 insiders who have reported on Form 4 within the past two years.
SST's largest insider holders by reported holdings are Stanley Blend (10% owner, 1.4Mn shares), Cee Holdings Trust (10% owner, 919.55K shares) and Charles Ursini (President & COO, 367.5K shares).
The holding of Stanley Blend makes up 40.71% of all shares held by System1 insiders.
Institutions accounted for 5.87% of SST's outstanding shares in Q2 2026.
In the past year, 4 insiders of System1 submitted 25 Form 4 filings reporting trades, awards or other transactions.
These insider figures for System1 are based on Form 4 filings through July 17, 2026.

Form 4 Holdings

Insiders Holding SST

Insiders 25

Shares held 8.10Mn

Of outstanding 79.56%

#	Insider	Position	Direct	Indirect	Total	Share of Insiders	Last Filed
1	Holdings, Inc. Cannae	TenPercentOwner	0	2,701,279	2,701,279	33.3%	07 Sep, 2023
2	L Michael Blend	Director, Officer, TenPercentOwner	0	1,389,551	1,389,551	17.1%	01 Feb, 2022
3	Stanley Blend	TenPercentOwner	0	1,097,786	1,097,786	13.5%	27 Dec, 2024
4	Holdings Trust Cee	TenPercentOwner	919,555	0	919,555	11.3%	26 Aug, 2025
5	Trebia Lp Bgpt	Director, TenPercentOwner	445,088	0	445,088	5.5%	20 Apr, 2022
6	Charles Ursini	President Coo	367,500	0	367,500	4.5%	31 Jul, 2025
7	Tridivesh Kidambi	Chief Financial Officer	219,402	0	219,402	2.7%	17 Jul, 2026
8	Star Friends Trust Lone	TenPercentOwner	0	185,022	185,022	2.3%	26 Jun, 2024
9	Paul Filsinger	President	100,027	0	100,027	1.2%	17 Oct, 2022
10	Brian Coppola	Chief Ad Operations Officer	82,371	0	82,371	1.0%	17 Jul, 2026
11	Elizabeth Sestanovich	Chief People Officer	72,750	0	72,750	0.9%	17 Jul, 2026
12	Develop It Ltd Just	TenPercentOwner	72,500	0	72,500	0.9%	07 Mar, 2022
13	John Civantos	Director	70,613	0	70,613	0.9%	05 Aug, 2025
14	Daniel J Weinrot	General Counsel Secretary	65,861	0	65,861	0.8%	17 Jul, 2026
15	Frank R Martire	Director	44,775	0	44,775	0.6%	04 Aug, 2025
16	Moujan Kazerani	Director	40,292	0	40,292	0.5%	04 Aug, 2025
17	Ryan R. Caswell	Director	38,577	0	38,577	0.5%	04 Aug, 2025
18	Taryn Jogi Naidu	Director	38,562	0	38,562	0.5%	04 Aug, 2025
19	Caroline Horn	Director	37,418	0	37,418	0.5%	04 Aug, 2025
20	Tanmay Kumar	Director	35,196	0	35,196	0.4%	04 Aug, 2025
21	Jennifer Mindy Prince	Director	22,243	0	22,243	0.3%	13 Jun, 2024
22	William Dexter Fowler	Director	21,843	0	21,843	0.3%	13 Jun, 2024
23	Jennifer Lynn Robinson	Chief Technology Officer	16,194	0	16,194	0.2%	20 Aug, 2024
24	Christopher Stephen Phillips	Director, TenPercentOwner	16,000	0	16,000	0.2%	03 Aug, 2023
25	William P Ii Foley	Director, TenPercentOwner	2,400	0	2,400	0.0%	12 May, 2022

Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.

Form 4 Filings

359 Insider Transactions

Source SEC Form 4

Latest quarter Sep 2026

Date	Insider	Position	Transaction	Shares	Price	Value	Shares Held After	Ownership
15 Jul, 2026	Elizabeth Sestanovich	Chief People Officer	Disposed F	7,058	$2.60	$18.35K	51,890	Direct
15 Jul, 2026	Tridivesh Kidambi	Chief Financial Officer	Disposed F	6,022	$2.60	$15.66K	175,793	Direct
15 Jul, 2026	Daniel J Weinrot	General Counsel Secretary	Disposed F	9,156	$2.60	$23.81K	59,897	Direct
15 Jul, 2026	Brian Coppola	Chief Ad Operations Officer	Disposed F	6,124	$2.60	$15.92K	59,774	Direct
29 May, 2026	Tridivesh Kidambi	Chief Financial Officer	Acquired A	35,300	$0.00	$0	181,815	Direct
15 Apr, 2026	Brian Coppola	Chief Ad Operations Officer	Disposed F	331	$2.26	$748	65,898	Direct
15 Apr, 2026	Daniel J Weinrot	General Counsel Secretary	Disposed F	341	$2.26	$771	69,053	Direct
15 Apr, 2026	Tridivesh Kidambi	Chief Financial Officer	Acquired P	26,910	$3.00	$80.73K	146,816	Direct
15 Apr, 2026	Elizabeth Sestanovich	Chief People Officer	Disposed F	341	$2.26	$771	58,948	Direct
15 Apr, 2026	Tridivesh Kidambi	Chief Financial Officer	Disposed F	301	$2.26	$680	146,515	Direct
28 Jan, 2026	Tridivesh Kidambi	Chief Financial Officer	Disposed F	258	$4.18	$1.08K	119,906	Direct
28 Jan, 2026	Brian Coppola	Chief Ad Operations Officer	Disposed F	231	$4.18	$966	66,229	Direct
28 Jan, 2026	Daniel J Weinrot	General Counsel Secretary	Disposed F	211	$4.18	$882	69,394	Direct
28 Jan, 2026	Elizabeth Sestanovich	Chief People Officer	Disposed F	211	$4.18	$882	59,289	Direct
15 Jan, 2026	Daniel J Weinrot	General Counsel Secretary	Disposed F	377	$4.40	$1.66K	69,605	Direct
15 Jan, 2026	Elizabeth Sestanovich	Chief People Officer	Disposed F	377	$4.40	$1.66K	59,500	Direct
15 Jan, 2026	Brian Coppola	Chief Ad Operations Officer	Disposed F	371	$4.40	$1.63K	66,460	Direct
15 Jan, 2026	Tridivesh Kidambi	Chief Financial Officer	Disposed F	345	$4.40	$1.52K	120,164	Direct
28 Oct, 2025	Tridivesh Kidambi	Chief Financial Officer	Disposed F	263	$6.18	$1.63K	120,509	Direct
28 Oct, 2025	Daniel J Weinrot	General Counsel Secretary	Disposed F	214	$6.18	$1.32K	69,982	Direct

Showing 1 to 20 of 359 transactions