Tiptree TIPT Insider Ownership

NASDAQ TIPT

$16.44 -0.06 (-0.36%)

At close: Oct 21, 2026 · 4:00 PM EDT

Insider Holdings by Owner

14.36Mn Shares

Insider Ownership Statistics

as of 30 Sep, 2026

Insider Ownership

30.22%

▲+0.0075% pp QoQ

Shares Held by Insiders

11.33Mn

filed for Sep 2026

▲+0.02% QoQ

Shares Outstanding

37.50Mn

37,501,135 shares

Direct Holdings

10.82Mn

Indirect: 513.46K

Net Shares Traded (QoQ)

+2.83K

net buying 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 trailing 12 months, TIPT insiders bought $179,553 worth of shares (10.32K shares) in open-market trades, with no open-market sales.

Behind Tiptree's open-market purchases in the past 12 months were 3 insiders, and no insider sold.
Among TIPT insiders, Dominique Mielle (Director) bought the most stock on the open market in the past 12 months: $100,595 (5.5K shares), most recently on November 7, 2025.
Tiptree's latest insider trade on the open market was a purchase of 990 shares for $17,276 by Jonathan Ilany (Director) on May 27, 2026.
Away from the open market, TIPT insiders received 12.87K shares in stock awards, acquired 15.11K shares through option exercises and conversions and gave up 5.14K shares to cover taxes or exercise prices over the last 12 months.
Per Business Quant, TIPT insiders together hold 11.33Mn shares based on their latest Form 4 filings, up 0.05% from 11.33Mn shares at the end of Q2 2026 and up 2.06% from 11.11Mn shares at the end of Q3 2025.
Of the 11.33Mn shares held by Tiptree insiders, 10.82Mn shares (95.47%) are held directly and 513.46K shares (4.53%) indirectly, through trusts, partnerships, family members and other entities.
Holdings in Tiptree stock are reported by 9 insiders, the officers, directors and 10% owners who have filed a Form 4 in the past two years.
Tiptree's three largest insider shareholders, based on their latest Form 4 filings, are Michael Gene Barnes (Executive Chairman, 10.09Mn shares), Jonathan Ilany (Director, 659.77K shares) and Paul M. Friedman (Director, 122.4K shares).
The largest insider, Michael Gene Barnes, holds 88.98% of TIPT's insider total.
Institutions accounted for 44.64% of TIPT's outstanding shares in Q2 2026, insiders about 30.22% per their latest Form 4 filings, and other investors, including the public, about 25.14%.
Over the trailing 12 months, 6 insiders reported transactions in TIPT stock across 12 Form 4 filings.
The insider holdings and trades above for Tiptree reflect Form 4 filings through October 7, 2026.

Form 4 Holdings

Insiders Holding TIPT

Insiders 11

Shares held 14.36Mn

Of outstanding 38.30%

#	Insider	Position	Direct	Indirect	Total	Share of Insiders	Last Filed
1	Michael Gene Barnes	Executive Chairman	10,085,428	0	10,085,428	70.2%	12 Sep, 2025
2	Arif Inayatullah	TenPercentOwner	3,592,419	0	3,592,419	25.0%	09 Feb, 2023
3	Jonathan Ilany	Chief Executive Officer	0	193,011	193,011	1.3%	28 May, 2026
4	Paul M Friedman	Director	0	122,398	122,398	0.9%	09 Jan, 2026
5	Lesley Goldwasser	Director	117,699	0	117,699	0.8%	07 Oct, 2026
6	Bradley E. Smith	Director	109,070	0	109,070	0.8%	07 Oct, 2026
7	Dominique Mielle	Director	70,712	0	70,712	0.5%	10 Nov, 2025
8	Randy Maultsby	President	47,244	0	47,244	0.3%	11 Oct, 2024
9	Neil Charles Rifkind	General Counsel And Secretary	15,660	0	15,660	0.1%	26 Mar, 2025
10	Sandra Bell	Chief Financial Officer	5,335	0	5,335	0.0%	14 Nov, 2022
11	Scott T. Mckinney	Chief Financial Officer	0	4,000	4,000	0.0%	13 Mar, 2026

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

3,179 Insider Transactions

Source SEC Form 4

Latest quarter Sep 2026

Date	Insider	Position	Transaction	Shares	Price	Value	Shares Held After	Ownership
06 Oct, 2026	Bradley E. Smith	Director	Acquired A	1,807	$0.00	$0	109,070	Direct
06 Oct, 2026	Lesley Goldwasser	Director	Acquired A	1,084	$0.00	$0	117,699	Direct
02 Jul, 2026	Lesley Goldwasser	Director	Acquired A	1,061	$0.00	$0	116,615	Direct
02 Jul, 2026	Bradley E. Smith	Director	Acquired A	1,768	$0.00	$0	107,263	Direct
27 May, 2026	Jonathan Ilany	Director	Acquired P	990	$17.45	$17.28K	193,011	Indirect
02 Apr, 2026	Bradley E. Smith	Director	Acquired A	1,907	$0.00	$0	105,495	Direct
02 Apr, 2026	Lesley Goldwasser	Director	Acquired A	1,144	$0.00	$0	115,554	Direct
11 Mar, 2026	Scott T. Mckinney	Chief Financial Officer	Acquired P	2,600	$16.15	$42.00K	2,768	Indirect
12 Mar, 2026	Scott T. Mckinney	Chief Financial Officer	Acquired P	1,232	$15.98	$19.68K	4,000	Indirect
20 Feb, 2026	Scott T. Mckinney	Chief Financial Officer	Acquired M	15,110	—	—	105,082	Direct
20 Feb, 2026	Scott T. Mckinney	Chief Financial Officer	Disposed F	5,143	$17.06	$87.74K	99,939	Direct
20 Feb, 2026	Scott T. Mckinney	Chief Financial Officer	Disposed M	15,110	—	—	0	Direct
08 Jan, 2026	Paul M Friedman	Director	Acquired A	2,048	$0.00	$0	122,398	Indirect
08 Jan, 2026	Lesley Goldwasser	Director	Acquired A	2,048	$0.00	$0	114,410	Direct
07 Nov, 2025	Dominique Mielle	Director	Acquired P	5,500	$18.29	$100.60K	70,712	Direct
03 Oct, 2025	Paul M Friedman	Director	Acquired A	1,807	$0.00	$0	120,350	Indirect
03 Oct, 2025	Lesley Goldwasser	Director	Acquired A	1,807	$0.00	$0	112,362	Direct
15 Sep, 2025	Jonathan Ilany	Chief Executive Officer	Acquired M	351,155	$6.65	$2.34Mn	498,060	Direct
15 Sep, 2025	Jonathan Ilany	Chief Executive Officer	Disposed F	98,531	$23.70	$2.34Mn	399,529	Direct
15 Sep, 2025	Jonathan Ilany	Chief Executive Officer	Disposed F	124,787	$23.70	$2.96Mn	274,742	Direct

Showing 1 to 20 of 3,179 transactions