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144 ·Filed Oct 9, 2026

TRUP

TRUPANION, INC.
NEUTRAL
Impact 2/10
Horizonimmediate Processed18d 11h ago SEC0001950047-26-010133
Form 144 — notice of proposed sale of securities
Actionable Insight • Neutral

This is a routine, small-dollar Form 144 filing by a director/officer. The sale amount is trivial and likely for personal liquidity or tax planning. No material read-through for the stock. Monitor for any larger insider selling patterns in future filings.

DirectionNeutral
Confidencehigh
Horizonimmediate
Latest settled: T+5d
TRUP ▲ +4.60% at T+5d
NEUTRAL call +4.60% · α vs SPY +6.10% · entry $26.29 → $27.50
Next anchor: T+20d in 9d
Latest observation: T+11 +5.17% FF3 residual α
Entry = T+0 close
Oct 9, 2026
via day close
T+1d
+1.06%
call +1.06% · α +1.08%
$26.57
settled 16d ago
T+5d
+4.60%
call +4.60% · α +6.10%
$27.50
settled 12d ago
T+20d
Pending
in 9d
T+60d
Pending
in 2mo

Price Chart

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Executive Summary

Director Margaret Tooth filed a Form 144 notice of intent to sell 1,000 shares of Trupanion common stock, with an estimated aggregate market value of approximately $25,840. The shares were acquired via restricted stock vesting in February 2022. This is a small, routine sale by a director — the proposed amount represents a negligible fraction of the company's market cap and is not indicative of insider concern.

Key Facts

  • Director Margaret Tooth filed Form 144 on October 9, 2026, indicating intent to sell 1,000 shares of Trupanion common stock.
  • Estimated aggregate market value of the proposed sale is approximately $25,840 (based on $25.84 per share).
  • Shares were acquired via restricted stock vesting on February 25, 2022, from the issuer.
  • The sale is proposed through Morgan Stanley Smith Barney LLC.
  • Ms. Tooth is both an officer and director of Trupanion.

Financial Impact

Proposed sale of 1,000 shares valued at ~$25,840 — immaterial relative to Trupanion's market cap.

dilution

Risk Factors

  • Form 144 is only an intent to sell — the sale may not be executed.
  • No indication of broader insider selling trend; this is an isolated small filing.

Investment Themes

Traditional Finance

Documents Analyzed

This report is based on 3 SEC documents filed with EDGAR.

DocumentAccession Number
144 Filing (Primary)0001950047-26-010133
Document: 0001950047-26-010133-index.html0001950047-26-010133
Document: 0001950047-26-010133.txt0001950047-26-010133
7 reports for TRUP
Performance horizon
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Reports for TRUP, sortable and filterable
TypeNow
Oct 20, 2026
7d ago
Press Release
NEUTRAL ★ 1/10
$28.50awaiting T+20awaiting T+20$29.21 (+2.49%)
Oct 9, 2026
18d ago
144
NEUTRAL ★ 2/10
$26.29awaiting T+20awaiting T+20$29.21 (+11.11%)
Sep 1, 2026
8w ago
Insider Cluster
NEUTRAL ★ 2/10
$28.26 $23.36▼ −17.34%▼ −17.01%$29.21 (+3.36%)
Jun 1, 2026
21w ago
Insider Cluster
NEUTRAL ★ 2/10
$22.13 $26.15▲ +18.17%▲ +19.73%$29.21 (+31.99%)
Apr 27, 2026
26w ago
DEFA14A
NEUTRAL ★ 2/10
$24.96 $21.86▼ −12.42%▼ −17.89%$29.21 (+17.03%)
Mar 30, 2026
30w ago
144
NEUTRAL ★ 2/10
$25.61 $24.50▼ −4.34%▼ −13.77%$29.21 (+14.06%)
Feb 25, 2026
35w ago
Insider Cluster
NEUTRAL ★ 3/10
$26.70 $25.50▼ −4.49%▲ +0.74%$29.21 (+9.40%)
Showing 7 of 7

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Report published Oct 9, 2026