Dudediligence.

Hippo Holdings Inc

HIPONYSE · Fire, Marine & Casualty Insurance
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Last 12 months

Sales planned on beside the trades reported on , and whether each names a .

Planned ·

$2,106,353

18 notices · 72,574 sh

Oct 2025 to Oct 2026

Reported ·

$2,111,377

20 sales · 1 buy · $4,808 bought

Oct 2025 to Sep 2026

The two figures cover different periods.

All 20 reported sales carry the 10b5-1 box. Together they are 0.28% of the shares on issue.

PLANNED · FORM 144Oct 2025 to Oct 2026REPORTED · FORM 4Oct 2025 to Sep 2026N2025DJ2026FMAMJJASO2026-09-09: Richard McCathron, Form 1442026-08-17: TORBEN OSTERGAARD, Form 1442026-08-10: Richard McCathron, Form 1442026-07-28: GUY ZELTSER, Form 1442026-07-09: Richard McCathron, Form 1442026-06-09: Richard McCathron, Form 1442026-05-15: TORBEN OSTERGAARD, Form 1442026-05-11: Richard McCathron, Form 1442026-04-09: Richard McCathron, Form 1442026-03-09: Richard McCathron, Form 1442026-02-25: TORBEN OSTERGAARD, Form 1442026-02-17: TORBEN OSTERGAARD, Form 1442026-02-09: Richard McCathron, Form 1442026-01-09: Richard McCathron, Form 1442025-12-22: MICHAEL STIENSTRA, Form 1442025-12-09: Richard McCathron, Form 1442025-11-21: TORBEN OSTERGAARD, Form 1442025-11-18: GUY ZELTSER, Form 1442025-11-14: Zeltser Guy, bought2025-11-18: Zeltser Guy, sold2025-11-21: Ostergaard Torben, sold2025-12-09: McCathron Richard, sold2025-12-22: Stienstra Michael, sold2026-01-09: McCathron Richard, sold2026-02-09: McCathron Richard, sold2026-02-17: Ostergaard Torben, sold2026-02-25: Ostergaard Torben, sold2026-03-09: McCathron Richard, sold2026-04-09: McCathron Richard, sold2026-05-11: McCathron Richard, sold2026-05-15: Ostergaard Torben, sold2026-06-09: McCathron Richard, sold2026-07-09: McCathron Richard, sold2026-07-28: Zeltser Guy, sold2026-08-10: McCathron Richard, sold2026-08-17: Ostergaard Torben, sold2026-09-09: McCathron Richard, sold
under a no plan named▼ sale▲ buysize is dollars

Form 144 notices, newest first

2026-09-09Richard McCathron, Chief Executive Officer$161,150
5,000 shplan 2025-08-29144 ↗
Form 4, 2026-09-11: sold 5,000 at $32.23 Form 4 ↗
2026-08-17TORBEN OSTERGAARD, CEO Spinnaker$38,624
1,169 shplan 2025-08-22144 ↗
Form 4, 2026-08-18: sold 1,169 at $33.00 Form 4 ↗
2026-08-10Richard McCathron, Chief Executive Officer$160,000
5,000 shplan 2025-08-29144 ↗
Form 4, 2026-08-12: sold 5,000 at $32.00 Form 4 ↗
2026-07-28GUY ZELTSER, Chief Financial Officer$48,651
1,669 shplan 2025-06-18144 ↗
Form 4, 2026-07-30: sold 1,669 at $30.98 Form 4 ↗
2026-07-09Richard McCathron, Chief Executive Officer$142,650
5,000 shplan 2025-08-29144 ↗
Form 4, 2026-07-13: sold 5,000 at $28.53 Form 4 ↗
2026-06-09Richard McCathron, Chief Executive Officer$125,000
5,000 shplan 2025-08-29144 ↗
Form 4, 2026-06-11: sold 5,000 at $25.00 Form 4 ↗
2026-05-15TORBEN OSTERGAARD, CEO Spinnaker$72,545
2,714 shplan 2025-08-22144 ↗
Form 4, 2026-05-19: sold 3,667 at $26.10 Form 4 ↗
2026-05-11Richard McCathron, Chief Executive Officer$135,500
5,000 shplan 2025-08-29144 ↗
Form 4, 2026-05-13: sold 5,000 at $27.10 Form 4 ↗
2026-04-09Richard McCathron, Chief Executive Officer$130,250
5,000 shplan 2025-08-29144 ↗
Form 4, 2026-04-13: sold 5,000 at $26.05 Form 4 ↗
2026-03-09Richard McCathron, Chief Executive Officer$129,300
5,000 shplan 2025-08-29144 ↗
Form 4, 2026-03-11: sold 5,000 at $25.86 Form 4 ↗
2026-02-25TORBEN OSTERGAARD, CEO Spinnaker$44,804
1,553 shplan 2025-08-22144 ↗
Form 4, 2026-02-27: sold 600 at $30.44 Form 4 ↗
2026-02-17TORBEN OSTERGAARD, CEO Spinnaker$172,527
6,105 shplan 2025-08-22144 ↗
Form 4, 2026-02-18: sold 6,105 at $28.57 Form 4 ↗
2026-02-09Richard McCathron, Chief Executive Officer$145,700
5,000 shplan 2025-08-29144 ↗
Form 4, 2026-02-11: sold 5,000 at $29.14 Form 4 ↗
2026-01-09Richard McCathron, Chief Executive Officer$157,600
5,000 shplan 2025-08-29144 ↗
Form 4, 2026-01-13: sold 5,000 at $31.52 Form 4 ↗
2025-12-22MICHAEL STIENSTRA, GM & Chief Insurance, HHIP$120,471
3,900 shplan 2025-09-21144 ↗
Form 4, 2025-12-29: sold 3,900 at $31.12 Form 4 ↗
2025-12-09Richard McCathron, Chief Executive Officer$149,100
5,000 shplan 2025-08-29144 ↗
Form 4, 2025-12-11: sold 5,000 at $29.82 Form 4 ↗
2025-11-21TORBEN OSTERGAARD, CEO Spinnaker$115,109
3,645 shplan 2025-08-22144 ↗
Form 4, 2025-11-25: sold 3,645 at $31.99 Form 4 ↗
2025-11-18GUY ZELTSER, Chief Financial Officer$57,371
1,819 shplan 2025-06-18144 ↗
Form 4, 2025-11-19: sold 1,819 at $32.15 Form 4 ↗