MarketPeel
Insider Trading Intelligence
JI

Jonathan Ilany

TIPT
CHIEF EXECUTIVE OFFICER · TIPTREE INC. · CIK 0001499150
FILING MIX · LIFETIME64%/36%
BUYS
25
SELLS
14
TOTAL VALUE
$15.53M
COMPANIES
1
ACTIVE SINCE
Feb 2020
HOLDINGS NOW
193,011
AVG SELL PX
$13.63
TRADE KIND
SHOWING 39 / 39
Trades · vs SPY
Loading price series…
Performance · forward returns vs SPY
15 backtested trades · 8 horizonsHow are these numbers computed? →
Forward-return performance of every backtestable P/S trade by Jonathan Ilany, measured at 8 horizons from 7 days to 2 years. Deduped per economic event so co-filings count once. Excess return = trade return minus SPY return over the same window.
HORIZONTRADESWIN RATEINSIDER RETURNSPY RETURNMEAN EXCESSMEDIAN EXCESST-STAT
7d15+33.33%-2.78%-0.42%-2.36%-2.36%
14d15+26.67%-1.33%+1.16%-2.48%-3.25%
30d15+20.00%-0.73%+2.68%-3.41%-8.49%
60d15+40.00%+2.48%+3.87%-1.39%-4.38%
90d15+60.00%+5.58%+6.92%-1.34%-5.86%
180d15+66.67%+13.02%+12.53%+0.49%+13.17%
1y15+100.00%+35.16%+21.00%+14.16%+17.95%
2y15+86.67%+63.59%+32.71%+35.42%+30.07%
How to read this: Insider Returnis the average raw return of the filer's trades over the horizon. SPY Return is what SPY did over those same windows — reference only, not a comparison. The headline alpha number is Mean Excess = Insider − SPY; green means the filer beat SPY, red means they trailed it. Win rate is the share of individual trades where the filer beat SPY. T-statvalues above 2 mean the alpha is unlikely to be chance given the sample size. "Pending" counts trades where the horizon hasn't elapsed yet; their stats are not included in the row average.
Holdings over time
TIPT · 193,011 shares · as of May 27, 2026
0375,000750,0001,125,0001,500,000202120222023202420252026SHARES HELD
Trading cadence · quarterly flow
BUY SELL
2020
2020
2020
2020
2021
2021
2021
2021
2022
2022
2022
2022
2023
2023
2023
2023
2024
2024
2024
2024
2025
2025
2025
2025
2026
2026
FLOW · 25 buys / 14 sellsCOVERAGE · 26 quarters
Form 4 filings · all activity
COMPANYTYPESHARESPRICEVALUEHELD AFTERTRADE DATEFILEDDETAILS
TIPT
TIPTREE INC.
PURCHASE
990$17.45$17.3K193,011May 27, 2026May 28, 2026View →
TIPT
TIPTREE INC.
SALE
Chief Executive Officer
124,787$23.70$2.96M274,742Sep 15, 2025Sep 17, 2025View →
TIPT
TIPTREE INC.
SALE
Chief Executive Officer
351,155$6.65$2.34M0Sep 15, 2025Sep 17, 2025View →
TIPT
TIPTREE INC.
SALE
Chief Executive Officer
98,531$23.70$2.34M399,529Sep 15, 2025Sep 17, 2025View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
351,155$6.65$2.34M498,060Sep 15, 2025Sep 17, 2025View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
137,038$5.67$777.0K223,035Sep 2, 2025Sep 4, 2025View →
TIPT
TIPTREE INC.
SALE
Chief Executive Officer
3,444$23.36$80.5K200,033Sep 2, 2025Sep 4, 2025View →
TIPT
TIPTREE INC.
SALE
Chief Executive Officer
53,128$23.36$1.24M146,905Sep 2, 2025Sep 4, 2025View →
TIPT
TIPTREE INC.
SALE
Chief Executive Officer
137,038$5.67$777.0K0Sep 2, 2025Sep 4, 2025View →
TIPT
TIPTREE INC.
SALE
Chief Executive Officer
33,262$23.36$777.0K189,773Sep 2, 2025Sep 4, 2025View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
13,704$5.87$80.4K203,477Sep 2, 2025Sep 4, 2025View →
TIPT
TIPTREE INC.
SALE
Chief Executive Officer
13,704$5.87$80.4K0Sep 2, 2025Sep 4, 2025View →
TIPT
TIPTREE INC.
PURCHASEGRANT
Stock grant
151,778151,778Feb 25, 2025Feb 26, 2025View →
TIPT
TIPTREE INC.
SALE
Chief Executive Officer
65,781$21.67$1.43M85,997Feb 25, 2025Feb 26, 2025View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
200,000200,000Oct 17, 2024Oct 18, 2024View →
TIPT
TIPTREE INC.
SALE
Chief Executive Officer
200,0001,200,000Oct 17, 2024Oct 18, 2024View →
TIPT
TIPTREE INC.
SALEGRANT
Gift
200,0000Oct 17, 2024Oct 18, 2024View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
1,550$17.50$27.1K192,021May 28, 2024May 28, 2024View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
2,900$16.95$49.2K190,471Mar 5, 2024Mar 6, 2024View →
TIPT
TIPTREE INC.
SALEGRANT
Gift
17,8630Jan 9, 2024Jan 10, 2024View →
TIPT
TIPTREE INC.
PURCHASEGRANT
Stock grant
550,000550,000Jan 1, 2024Jan 2, 2024View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
1,600$14.27$22.8K187,571Jun 7, 2023Jun 7, 2023View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
2,900$15.00$43.5K185,971Mar 13, 2023Mar 14, 2023View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
1,916$11.99$23.0K183,071Aug 10, 2022Aug 11, 2022View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
400$10.59$4.2K37,136Jun 1, 2022Jun 2, 2022View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
2,336$12.58$29.4K36,736Mar 16, 2022Mar 16, 2022View →
TIPT
TIPTREE INC.
SALE
Chief Executive Officer
100,0001,400,000Nov 22, 2021Nov 22, 2021View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
100,000117,863Nov 22, 2021Nov 22, 2021View →
TIPT
TIPTREE INC.
SALEGRANT
Gift
100,00017,863Nov 22, 2021Nov 22, 2021View →
TIPT
TIPTREE INC.
PURCHASEGRANT
Stock grant
1,500,0001,500,000Aug 4, 2021Aug 5, 2021View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
430$10.00$4.3K34,400Jun 4, 2021Jun 4, 2021View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
1,500$9.96$14.9K144,019Jun 4, 2021Jun 4, 2021View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
4,000$6.96$27.8K33,970Mar 16, 2021Mar 17, 2021View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
1,000$7.83$7.8K142,519Mar 16, 2021Mar 17, 2021View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
3,400$6.49$22.1K141,519May 27, 2020May 28, 2020View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
530$6.43$3.4K29,970May 27, 2020May 28, 2020View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
3,900$6.25$24.4K29,440Mar 16, 2020Mar 17, 2020View →
TIPT
TIPTREE INC.
PURCHASE
Chief Executive Officer
690$5.25$3.6K25,540Mar 13, 2020Mar 17, 2020View →
TIPT
TIPTREE INC.
PURCHASEGRANT
Stock grant
255,166255,166Feb 20, 2020Feb 21, 2020View →
Other insiders · TIPT
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About this filer
CIK 0001499150
ROLE
Chief Executive Officer
PRIMARY
TIPT
COMPANIES
1
ACTIVE SINCE
Feb 2020
MARKETPEEL · /INSIDER/0001499150DATA · SEC EDGAR · FORM 4 · CONSOLIDATED TAPE
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