19 insiders reported 98 Form 4 transactions for Hippo Holdings Inc. (HIPO) over the past 18 months (most recent 2026-06-12). Recent activity: Boettcher Laura (Chief Operating Officer) Buy 11,674 shares, McCathron Richard (Chief Executive Officer) Sell 5,000 shares, Ellis Stewart (Director) Buy 4,820 shares, McCathron Richard (Chief Executive Officer) Sell 8,779 shares, Ostergaard Torben (CEO Spinnaker) Sell 3,667 shares. Source: SEC Form 4.
| Date | Insider | Title | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-06-12 | Boettcher Laura | Chief Operating Officer | Buy | 11,674 | $0 |
| 2026-06-11 | McCathron Richard | Chief Executive Officer | Sell | 5,000 | $125,000 |
| 2026-06-05 | Ellis Stewart | Director | Buy | 4,820 | $0 |
| 2026-05-19 | McCathron Richard | Chief Executive Officer | Sell | 8,779 | $231,874 |
| 2026-05-19 | Ostergaard Torben | CEO Spinnaker | Sell | 3,667 | $95,706 |
| 2026-05-19 | Stienstra Michael | GM & Chief Insurance, HHIP | Sell | 1,259 | $33,253 |
| 2026-05-19 | Zeltser Guy | Chief Financial Officer | Buy | 743 | $16,881 |
| 2026-05-19 | Ostergaard Torben | CEO Spinnaker | Sell | 1,340 | $35,392 |
| 2026-05-19 | Zeltser Guy | Chief Financial Officer | Sell | 4,169 | $110,113 |
| 2026-05-13 | McCathron Richard | Chief Executive Officer | Sell | 5,000 | $135,500 |
| 2026-04-13 | McCathron Richard | Chief Executive Officer | Sell | 5,000 | $130,250 |
| 2026-03-11 | McCathron Richard | Chief Executive Officer | Sell | 5,000 | $129,300 |
| 2026-03-05 | McCathron Richard | Chief Executive Officer | Buy | 113,719 | $0 |
| 2026-03-05 | McCathron Richard | Chief Executive Officer | Buy | 75,813 | $0 |
| 2026-03-05 | Stienstra Michael | GM & Chief Insurance, HHIP | Buy | 14,810 | $0 |
| 2026-03-05 | Stienstra Michael | GM & Chief Insurance, HHIP | Buy | 9,874 | $0 |
| 2026-03-05 | Ostergaard Torben | CEO Spinnaker | Buy | 14,810 | $0 |
| 2026-03-05 | Ostergaard Torben | CEO Spinnaker | Buy | 9,874 | $0 |
| 2026-03-05 | Zeltser Guy | Chief Financial Officer | Buy | 37,024 | $0 |
| 2026-03-05 | Zeltser Guy | Chief Financial Officer | Buy | 24,683 | $0 |
| 2026-02-27 | Ostergaard Torben | CEO Spinnaker | Sell | 600 | $18,264 |
| 2026-02-18 | McCathron Richard | Chief Executive Officer | Sell | 11,586 | $331,244 |
| 2026-02-18 | Stienstra Michael | GM & Chief Insurance, HHIP | Sell | 2,752 | $78,680 |
| 2026-02-18 | Ostergaard Torben | CEO Spinnaker | Sell | 2,408 | $68,845 |
| 2026-02-18 | Ostergaard Torben | CEO Spinnaker | Sell | 6,105 | $174,420 |
Source: SEC Form 4 filings · as of 2026-06-12