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sellModerate cluster of 2

Darryl Rawlings sold $2.2M of TRUP

Chief Executive Officer at TRUPANION, INC.. 50,000 shares at an average of $44.73, traded Sep 3, 2025, filed Sep 5, 2025.

Warning score
48
Value
$2.2M
50,000 shares
Holdings after
1,413,281
-3% from before
From 52-week low
+36%
low $32.40, close $44.18
From 52-week high
-22%
high $56.45, as of Sep 3, 2025

Score components

  • Role
    Director
    +15
  • Trade size
    $2.2M at market
    +25
  • Share of holdings sold
    Sold 3.4% of holdings
    0
  • Cluster
    2 insiders selling within 14 days
    +8

What happened after comparable sells

Same side and tier, against the S&P 500, at 1, 3 and 6 months. Shown to Pro users; the whole table is on the backtest page.

This signal so far: 1m -1.4%, 3m -16.2%, 6m -37.8%.

Price around the trade, and since

From a quarter before the trade to today. The arrow is the trade, the circle the day the filing reached EDGAR, which is the first day anyone outside could act; the dotted line is the S&P 500 rebased to that day's close.

TRUPOct 12, 2026 · close 26.29
Since filing Sep 5, 2025: -40.4%SPY +21.8% · excess -62.2%

Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value; the dashed line is the close on the filing day, the dotted line SPY rebased to it.Charts by TradingView Lightweight Charts™

Rows in this filing

Every transaction in Form 4 0001371285-25-000229, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
Sep 3, 2025SOpen-market sale
Common Stockindirect: By Kuyashii Primary Equities LLC
-19,631$44.79$879k1,443,650Sep 5, 2025
Sep 4, 2025SOpen-market sale
Common Stockindirect: By Kuyashii Primary Equities LLC
-30,369$44.70$1.4M1,413,281Sep 5, 2025

Related signals

Other insiders at TRUPANION, INC. and this insider’s other filings.

ScoreCompanyInsiderValueHoldingsFiled
Pro nowfree Oct 20, 2026
TRUPsell 210b5-1
TRUPANION, INC.
Margaret Tooth
CEO
$26k
1,000 shares
-1%
8Weak
TRUPsell 210b5-1
TRUPANION, INC.
John R Gallagher
Chief Operating Officer
$9,879
431 shares
-1%
18Weak
TRUPsell 210b5-1
TRUPANION, INC.
Margaret Tooth
CEO
$25k
1,000 shares
-1%
25Weak
TRUPsell 310b5-1
TRUPANION, INC.
John R Gallagher
Chief Operating Officer
$107k
3,604 shares
-10%
54Moderate
TRUPsell 3
TRUPANION, INC.
Fawwad Qureshi
Chief Financial Officer
$183k
6,111 shares
-59%
25Weak
TRUPsell 3
TRUPANION, INC.
Margaret Tooth
CEO
$16k
491 shares
-0%
18Weak
TRUPsell 210b5-1
TRUPANION, INC.
Margaret Tooth
CEO
$28k
978 shares
-1%
8Weak
TRUPsell 210b5-1
TRUPANION, INC.
John R Gallagher
Chief Operating Officer
$11k
431 shares
-1%
0Weak
TRUPsell10b5-1
TRUPANION, INC.
John R Gallagher
Chief Operating Officer
$11k
431 shares
-1%
26Weak
TRUPsell 4
TRUPANION, INC.
Steve Weinrauch
EVP, North Am & Vet Strategy
$147k
6,674 shares
-8%

Not investment advice. Scores and forward returns are decision support built from public SEC filings and past prices; they describe what happened after comparable filings, not what will happen after this one. Do your own research and size your risk.

Darryl Rawlings sold $2.2M of TRUP | InsiderTell