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sellWeak cluster of 410b5-1 plan

Margaret Tooth sold $183k of TRUP

CEO at TRUPANION, INC.. 4,000 shares at an average of $45.86, traded May 20, 2025, filed May 22, 2025.

Warning score
17
Value
$183k
4,000 shares
Holdings after
118,784
-3% from before
From 52-week low
+40%
low $32.40, close $45.30
From 52-week high
-19%
high $56.01, as of May 20, 2025

Score components

  • Role
    CEO
    +25
  • Trade size
    $183k at market
    +12
  • Share of holdings sold
    Sold 3.3% of holdings
    0
  • Cluster
    4 insiders selling within 14 days
    +15
  • Exercise and sell
    Shares came from an option exercise in the same filing
    -15
  • 10b5-1 plan
    Pre-scheduled under a 10b5-1 plan
    -20

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 +26.9%, 3m +8.0%, 6m -20.6%.

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 May 22, 2025: -40.5%SPY +35.7% · excess -76.2%

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 0001371285-25-000134, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
May 20, 2025MOption exercise
Common Stock10b5-1
+4,000$8.93$36k122,784May 22, 2025
May 20, 2025SOpen-market sale
Common Stock10b5-1
-4,000$45.86$183k118,784May 22, 2025
May 20, 2025MOption exercise
Stock Option (right to buy)derivative10b5-1
-4,000$0.00$028,000May 22, 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.

Margaret Tooth sold $183k of TRUP | InsiderTell