19 insiders reported 119 Form 4 transactions for Hippo Holdings Inc. (HIPO) over the past 18 months (most recent 2026-08-19). Recent activity: Ellis Stewart (Director) Buy 5,350 shares, McCathron Richard (Chief Executive Officer) Sell 8,301 shares, Ostergaard Torben (CEO Spinnaker) Sell 1,340 shares, Stienstra Michael (GM & Chief Insurance, HHIP) Sell 1,259 shares, Zeltser Guy (Chief Financial Officer) Sell 3,945 shares. Source: SEC Form 4.
| Date | Insider | Title | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-08-19 | Ellis Stewart | Director | Buy | 5,350 | $176,764 |
| 2026-08-18 | McCathron Richard | Chief Executive Officer | Sell | 8,301 | $272,493 |
| 2026-08-18 | Ostergaard Torben | CEO Spinnaker | Sell | 1,340 | $43,988 |
| 2026-08-18 | Stienstra Michael | GM & Chief Insurance, HHIP | Sell | 1,259 | $41,329 |
| 2026-08-18 | Zeltser Guy | Chief Financial Officer | Sell | 3,945 | $129,501 |
| 2026-08-18 | Boettcher Laura | Chief Operating Officer | Sell | 1,586 | $52,063 |
| 2026-08-18 | Ostergaard Torben | CEO Spinnaker | Sell | 1,169 | $38,577 |
| 2026-08-12 | McCathron Richard | Chief Executive Officer | Sell | 5,000 | $160,000 |
| 2026-07-30 | Zeltser Guy | Chief Financial Officer | Sell | 1,669 | $51,706 |
| 2026-07-13 | McCathron Richard | Chief Executive Officer | Sell | 5,000 | $142,650 |
| 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 |
| 2026-06-04 | Landman Sam | Director | Buy | 4,738 | $120,345 |
| 2026-06-04 | WIJNBERG SANDRA S | Director | Buy | 4,738 | $120,345 |
| 2026-06-04 | NICHOLS JOHN DRAKE | Director | Buy | 4,738 | $120,345 |
| 2026-06-04 | Feder Eric | Director | Buy | 4,738 | $120,345 |
| 2026-06-04 | Fouche Lori Dickerson | Director | Buy | 4,738 | $120,345 |
| 2026-06-04 | FRATER HUGH R | Director | Buy | 4,738 | $120,345 |
| 2026-06-04 | Schaaf Mark | Director | Buy | 4,738 | $120,345 |
| 2026-06-04 | Hay Laura J | Director | Buy | 2,502 | $63,551 |
| 2026-06-04 | NICHOLS JOHN DRAKE | Director | Buy | 4,808 | $0 |
| 2026-06-04 | FRATER HUGH R | Director | Buy | 4,808 | $0 |
| 2026-06-04 | WIJNBERG SANDRA S | Director | Buy | 4,808 | $0 |
| 2026-06-04 | Holliday Susan Claire | Director | Buy | 2,502 | $63,551 |
Source: SEC Form 4 filings · as of 2026-08-19