TIPT · Insider Trading

Tiptree Inc. Common Stock

Every open-market purchase and sale reported by TIPT officers, directors and 10%+ beneficial owners on SEC Form 4, which must be filed within two business days of the transaction. Sales often reflect scheduled 10b5-1 plans or tax withholding rather than a directional view, so read counts alongside the size and the filer.

Form 4 Filings
50
most recent
Open-Market Buys
5
code P
Sales
2
code S
Reporting Insiders
8
current holders
TIPT — Recent Form 4 Transactions (latest 2026-10-07)
FiledInsiderRole TypeSharesValue
2026-10-07 Bradley E. Smith Director A +1,807 —
2026-10-07 Lesley Goldwasser Director A +1,084 —
2026-07-06 Lesley Goldwasser Director A +1,061 —
2026-07-06 Bradley E. Smith Director A +1,768 —
2026-05-28 Jonathan Ilany Director Buy +990 +$17.28K
2026-04-06 Lesley Goldwasser Director A +1,144 —
2026-04-06 Bradley E. Smith Director A +1,907 —
2026-03-13 Scott T. McKinney Chief Financial Officer Buy +3,832 +$61.68K
2026-02-23 Scott T. McKinney Chief Financial Officer MIXED +9,967 −$87.74K
2026-01-09 Lesley Goldwasser Director A +2,048 —
2026-01-09 Paul M Friedman Director A +2,048 —
2025-11-10 Dominique Mielle Director Buy +5,500 +$100.59K
2025-10-06 Paul M Friedman Director A +1,807 —
2025-10-06 Lesley Goldwasser Director A +1,807 —
2025-09-17 Jonathan Ilany Chief Executive Officer MIXED +127,837 −$2.96M
2025-09-12 Michael Gene Barnes Executive Chairman MIXED +122,520 −$52
2025-09-04 Jonathan Ilany Chief Executive Officer MIXED +60,908 −$1.24M
2025-07-07 Paul M Friedman Director A +1,595 —
2025-07-07 Lesley Goldwasser Director A +1,595 —
2025-04-04 Lesley Goldwasser Director A +1,547 —
2025-04-04 Paul M Friedman Director A +1,547 —
2025-03-26 Neil Charles Rifkind General Counsel and Secretary Sell −16,641 −$416.02K
2025-02-27 Neil Charles Rifkind General Counsel and Secretary A — —
2025-02-26 Michael Gene Barnes Executive Chairman A +60,813 —
2025-02-26 Neil Charles Rifkind General Counsel and Secretary MIXED +15,660 −$220.69K
2025-02-26 Jonathan Ilany Chief Executive Officer MIXED +85,997 −$1.43M
2025-02-26 Scott T. McKinney Chief Financial Officer MIXED +7,786 −$158.21K
2025-01-13 Paul M Friedman Director A +1,514 —
2025-01-13 Lesley Goldwasser Director A +1,817 —
2024-12-11 Paul M Friedman Director G — —
2024-11-15 Paul M Friedman Director G — —
2024-11-01 Michael Gene Barnes Executive Chairman M +200,000 —
2024-10-21 Scott T. McKinney Chief Financial Officer MIXED +26,992 −$482.02K
2024-10-18 Jonathan Ilany Chief Executive Officer MIXED — —
2024-10-11 Randy Maultsby President MIXED +35,774 −$590.37K
2024-10-08 Lesley Goldwasser Director A +1,910 —
2024-10-08 Paul M Friedman Director A +1,591 —
2024-07-09 Lesley Goldwasser Director A +2,327 —
2024-07-09 Paul M Friedman Director A +1,939 —
2024-05-28 Jonathan Ilany Chief Executive Officer Buy +1,550 +$27.12K
2024-04-05 Lesley Goldwasser Director A +2,195 —
2024-04-05 Paul M Friedman Director A +1,829 —
2024-03-06 Jonathan Ilany Chief Executive Officer Buy +2,900 +$49.16K
2024-02-29 Neil Charles Rifkind General Counsel and Secretary A — —
2024-01-10 Jonathan Ilany Chief Executive Officer G −17,863 —
2024-01-09 Neil Charles Rifkind General Counsel and Secretary Sell −18,184 −$355.28K
2024-01-05 Lesley Goldwasser Director A +1,673 —
2024-01-05 Paul M Friedman Director A +1,673 —
2024-01-05 Dominique Mielle Director A +1,673 —
2024-01-02 Michael Gene Barnes Executive Chairman A — —
TIPT — Current Insider Holders
InsiderRole Shares HeldValue
Michael Gene Barnes Executive Chairman 10,003,708 $164.81M
Jonathan Ilany Chief Executive Officer 467,753 $7.71M
Bradley E. Smith Director 172,808 $2.85M
Paul M Friedman Director 122,398 $2.02M
Lesley Goldwasser Director 117,699 $1.94M
Scott T. McKinney Chief Financial Officer 102,707 $1.69M
Dominique Mielle Director 70,712 $1.16M
Neil Charles Rifkind General Counsel and Secretary 17,690 $291.44K
TIPT Insider Trading FAQ
Who are the insiders at TIPT?
8 officers, directors and 10%+ beneficial owners currently report holdings in TIPT via SEC Form 4.
Are TIPT insiders buying or selling?
Across the 50 most recent Form 4 filings for TIPT, 5 were open-market purchases (code P) and 2 were sales (code S). Sales frequently reflect scheduled 10b5-1 plans or tax withholding rather than a view on the stock.
How current is TIPT insider data?
Form 4 must be filed within two business days of the transaction, so this is close to real time. The most recent TIPT filing is dated 2026-10-07.
How to read Form 4 activity

Form 4 reports a change in beneficial ownership by an officer, director or 10%+ holder, and must be filed within two business days of the transaction — so this is close to real time, unlike the 45-day-lagged 13F institutional data.

Transaction codes matter more than the raw buy/sell count. Code P is an open-market purchase — an insider choosing to buy with their own money, which is the signal most research treats as informative. Code S is a sale, but sales are frequently pre-scheduled under a 10b5-1 plan or cover tax withholding on vesting equity, so a run of sales often says nothing directional. Codes A and M are grants and option exercises rather than open-market decisions.

Full filing history and per-insider positions are on the TIPT quote page; the site-wide leaderboard is on the insider transactions hub.

Market data may be delayed, incomplete, or inaccurate. Not a recommendation to buy, sell, or hold any security. Verify quotes with your broker before trading. See Terms §17.