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sellWeak cluster of 4

Margaret Tooth sold $11k of TRUP

CEO at TRUPANION, INC.. 491 shares at an average of $21.86, traded May 25, 2026, filed May 27, 2026.

Warning score
25
Value
$11k
491 shares
Holdings after
176,379
-0% from before
From 52-week low
+1%
low $21.85, close $21.98
From 52-week high
-61%
high $56.45, as of May 22, 2026

Score components

  • Role
    CEO
    +25
  • Trade size
    $11k at market
    0
  • Share of holdings sold
    Sold 0.3% 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

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.

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 27, 2026: +21.2%SPY +4.2% · excess +17.0%

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 0001371285-26-000140, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
May 22, 2026MOption exercise
Common Stock
+312--165,139May 27, 2026
May 22, 2026FTax withholding
Common Stock
-122$21.98$2,682165,017May 27, 2026
May 22, 2026MOption exercise
Common Stock
+3,043--168,060May 27, 2026
May 22, 2026FTax withholding
Common Stock
-1,197$21.98$26k166,863May 27, 2026
May 22, 2026MOption exercise
Common Stock
+6,250--173,113May 27, 2026
May 22, 2026FTax withholding
Common Stock
-2,459$21.98$54k170,654May 27, 2026
May 22, 2026MOption exercise
Common Stock
+8,187--178,841May 27, 2026
May 22, 2026FTax withholding
Common Stock
-3,221$21.98$71k175,620May 27, 2026
May 25, 2026MOption exercise
Common Stock
+1,250--176,870May 27, 2026
May 25, 2026SOpen-market sale
Common Stock
-491$21.86$11k176,379May 27, 2026
May 22, 2026MOption exercise
Restricted Stock Unit (RSU)derivative
-312$0.00$02,188May 27, 2026
May 22, 2026MOption exercise
Restricted Stock Unit (RSU)derivative
-3,043$0.00$027,382May 27, 2026
May 22, 2026MOption exercise
Restricted Stock Unit (RSU)derivative
-6,250$0.00$018,750May 27, 2026
May 22, 2026MOption exercise
Restricted Stock Unit (RSU)derivative
-8,187$0.00$057,310May 27, 2026
May 25, 2026MOption exercise
Restricted Stock Unit (RSU)derivative
-1,250$0.00$06,250May 27, 2026

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 $11k of TRUP | InsiderTell