undamentalytics Newsletter

Ilany Jonathan: insider trades

Chief executive, Director at Tiptree Inc. 22 open-market purchases and no sales not made under a pre-set plan, reported from March 21, 2017 to May 28, 2026.

Would copying Ilany Jonathan’s purchases have beaten the S&P 500?

Buying each purchase the day after it was reported, an equal amount each, and holding it 12 months or until they reported a sale would have turned $10,000 on March 22, 2017 into $39,721 by November 2, 2026, +15.5% a year. The copy held shares only 90% of the time, so the fair comparison is the S&P 500 on those same days with Treasury bills otherwise: $30,017, +12.1% a year (the S&P 500 held throughout made $37,426, +14.8% a year). Beta against the index was 0.89. Twelve months after each report, the average purchase was +2.6% against the S&P 500 (median −5.0%), and 40% beat it: within what luck alone would produce (p = 0.15 over 8 years). Measured from the trade date, the insider’s own timing, the average was +1.8%.

With 296 insiders tested, some will look skilled or unskilled by chance alone: when we replaced each insider’s stocks with random companies bought on the same days, about 5.7 cleared the bar ahead and 23.3 behind. One record on its own proves little.

$0$20.0k$40.0k 20172019202120232025 $39.7k$37.4k$30.0k
Copying Ilany JonathanS&P 500, same days investedS&P 500, held throughout $10,000 copying Ilany Jonathan’s open-market purchases from March 22, 2017, before costs and taxes, marked weekly. Each purchase gets the same starting stake, bought at the close of the first trading day after the report and sold 12 months later or the day after a reported sale of that stock; uninvested money earns the Treasury bill rate. “Same days invested” holds the S&P 500 only on the days the copy held shares, Treasury bills otherwise.
Return a year, copying
+15.5%
S&P 500, same days invested
+12.1% (held throughout +14.8%)
Time in shares
90%
Sharpe ratio (S&P 500)
0.49 (0.70)
Biggest drop (S&P 500)
−45% (−34%)
Market sensitivity (beta)
0.89
Purchases copied
21

Trade by trade

Ilany Jonathan: trades against the S&P 500 afterwards
MeasuredTrades countedAverage vs S&P 500MedianWent the right wayYearst-statisticp-valueEvidence
Purchases, 3 months after the report 21 −1.0% −0.5% 48% 9 −0.31 0.77 No reliable evidence
Purchases, 6 months after the report 20 −1.3% −3.4% 45% 8 0.24 0.82 No reliable evidence
Purchases, 12 months after the report 20 +2.6% −5.0% 40% 8 1.60 0.15 No reliable evidence
Purchases, 12 months after the trade 20 +1.8% −3.1% 45% 8 1.52 0.17 No reliable evidence
Sales, 3 months after the report 0 — — — — — — Not enough years
Sales, 12 months after the report 0 — — — — — — Not enough years
Sales, 12 months after the trade 0 — — — — — — Not enough years

“Average vs S&P 500” is the stock’s return including dividends minus the index’s over the same dates, from the close on the first trading day after the report, or from the close on the trade date. Only windows that have finished are counted. For sales, a negative figure means the stock lagged after it was sold, so selling was the right call (green). “Went the right way” is the share of purchases that beat the index, or of sales that trailed it. The t-statistic uses one average per year of reports, because one person’s trades bunch into the same stock and weeks, and needs trades in at least four different years; the p-value comes from the t distribution with that number of years (with four years, a t of 2 has p = 0.14). “Some evidence” means p under 5%, “strong evidence” p under 1% over at least six years.

Companies traded

CompanyTitle on the latest filingPurchasesSalesFirst reportLatest report
Tiptree Inc. TIPT Chief Executive Officer220March 21, 2017May 28, 2026

Trades and what followed

Moves are against the S&P 500; green means the trade went the insider’s way.

ReportedTradedCompanyTradeValue3 months after report12 months after report12 months after trade
May 28, 2026May 27, 2026 TIPT Purchase $17,276 −0.5%not yetnot yet
May 28, 2024May 28, 2024 TIPT Purchase $27,125 +7.9%+21.9%+18.3%
March 6, 2024March 5, 2024 TIPT Purchase $49,155 +3.0%+32.3%+22.8%
June 7, 2023June 7, 2023 TIPT Purchase $22,832 +11.8%−4.3%−1.4%
March 14, 2023March 13, 2023 TIPT Purchase $43,500 −19.3%−17.5%−19.5%
August 11, 2022August 10, 2022 TIPT Purchase $22,973 +11.6%+23.7%+25.7%
March 16, 2022March 16, 2022 TIPT Purchase $29,387 −6.6%+18.4%+21.8%
June 4, 2021June 4, 2021 TIPT Purchase $19,240 −9.9%+10.7%+12.5%
March 17, 2021March 16, 2021 TIPT Purchase $35,670 +12.8%+52.3%+52.6%
May 28, 2020May 27, 2020 TIPT Purchase $25,474 −20.7%+40.4%+24.5%
March 17, 2020March 13, 2020 TIPT Purchase $27,998 not yetnot yetnot yet
June 4, 2019June 3, 2019 TIPT Purchase $11,854 +6.9%−6.2%−9.9%
May 9, 2019May 8, 2019 TIPT Purchase $26,685 +9.1%−0.6%+4.2%
December 10, 2018December 7, 2018 TIPT Purchase $20,254 +7.9%+35.3%+33.3%
March 16, 2018March 16, 2018 TIPT Purchase $28,641 +1.5%−5.7%−4.9%
June 13, 2017June 9, 2017 TIPT Purchase $121,952 −18.4%−21.7%−21.9%
April 4, 2017March 31, 2017 TIPT Purchase $184,825 −2.4%−21.7%−24.8%
March 31, 2017March 29, 2017 TIPT Purchase $137,241 −4.3%−24.9%−22.1%
March 29, 2017March 27, 2017 TIPT Purchase $186,287 −5.6%−24.5%−21.4%
March 27, 2017March 23, 2017 TIPT Purchase $69,630 −4.0%−22.8%−18.8%
March 23, 2017March 21, 2017 TIPT Purchase $277,736 −2.4%−19.0%−16.0%
March 21, 2017March 20, 2017 TIPT Purchase $39,051 +1.4%−14.3%−18.5%

Open-market purchases and sales of at least $10,000 in companies we cover, from SEC Form 4 filings; sales made under a pre-set Rule 10b5-1 plan are not shown. “Not yet” means the window has not finished or the share price was under $5 at entry. These are the shares’ moves after each trade: they say nothing about why Ilany Jonathan traded and do not suggest the use of non-public information. How every insider compares · the insider trading backtest.