19 insiders reported 114 Form 4 transactions for Hippo Holdings Inc. (HIPO) over the past 18 months (most recent 2026-09-11). Recent activity: McCathron Richard (Chief Executive Officer) Sell 5,000 shares, 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. Source: SEC Form 4.
| Date | Insider | Title | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-09-11 | McCathron Richard | Chief Executive Officer | Sell | 5,000 | $161,150 |
| 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 | Fouche Lori Dickerson | Director | Buy | 4,738 | $120,345 |
| 2026-06-04 | Fouche Lori Dickerson | Director | Buy | 4,808 | $0 |
| 2026-06-04 | Schaaf Mark | Director | Buy | 4,738 | $120,345 |
| 2026-06-04 | Schaaf Mark | Director | Buy | 4,808 | $0 |
| 2026-06-04 | Hay Laura J | Director | Buy | 2,502 | $63,551 |
| 2026-06-04 | Hay Laura J | Director | Buy | 4,808 | $0 |
| 2026-06-04 | WIJNBERG SANDRA S | Director | Buy | 4,738 | $120,345 |
| 2026-06-04 | WIJNBERG SANDRA S | Director | Buy | 4,808 | $0 |
| 2026-06-04 | Holliday Susan Claire | Director | Buy | 2,502 | $63,551 |
| 2026-06-04 | Holliday Susan Claire | Director | Buy | 4,808 | $0 |
| 2026-06-04 | FRATER HUGH R | Director | Buy | 4,738 | $120,345 |
Source: SEC Form 4 filings · as of 2026-09-11