HIPO (Hippo Holdings Inc.)
Insider Trading Activity
Every open-market purchase and sale reported by HIPO officers, directors and 10%+ beneficial owners on SEC Form 4, which must be filed within two business days of the transaction. Sales often reflect scheduled 10b5-1 plans or tax withholding rather than a directional view, so read counts alongside the size and the filer.
Market data may be delayed, incomplete, or inaccurate. Not a recommendation to buy, sell, or hold any security. Verify quotes with your broker before trading. See Terms §17.
| Filed | Insider | Role | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-08-19 | Stewart Ellis | Director | A | — | — |
| 2026-08-18 | Richard McCathron | Chief Executive Officer | F | — | — |
| 2026-08-18 | Torben Ostergaard | CEO Spinnaker | MIXED | — | — |
| 2026-08-18 | Michael Stienstra | GM & Chief Insurance, HHIP | F | — | — |
| 2026-08-18 | Guy Zeltser | Chief Financial Officer | F | — | — |
| 2026-08-18 | Laura Boettcher | Chief Operating Officer | F | — | — |
| 2026-08-12 | Richard McCathron | Chief Executive Officer | Sell | — | — |
| 2026-07-30 | Guy Zeltser | Chief Financial Officer | Sell | — | — |
| 2026-07-13 | Richard McCathron | Chief Executive Officer | Sell | — | — |
| 2026-06-12 | Laura Boettcher | Chief Operating Officer | A | — | — |
| 2026-06-11 | Richard McCathron | Chief Executive Officer | Sell | — | — |
| 2026-06-05 | Stewart Ellis | Director | A | — | — |
| 2026-06-04 | Lori Dickerson Fouche | Director | A | — | — |
| 2026-06-04 | Eric Feder | Director | A | — | — |
| 2026-06-04 | Sam Landman | Director | A | — | — |
| 2026-06-04 | HUGH R FRATER | Director | A | — | — |
| 2026-06-04 | Laura J Hay | Director | A | — | — |
| 2026-06-04 | JOHN DRAKE NICHOLS | Director | A | — | — |
| 2026-06-04 | Mark Schaaf | Director | A | — | — |
| 2026-06-04 | SANDRA S WIJNBERG | Director | A | — | — |
| 2026-06-04 | Susan Claire Holliday | Director | A | — | — |
| 2026-05-19 | Richard McCathron | Chief Executive Officer | F | — | — |
| 2026-05-19 | Torben Ostergaard | CEO Spinnaker | MIXED | — | — |
| 2026-05-19 | Guy Zeltser | Chief Financial Officer | MIXED | — | — |
| 2026-05-19 | Michael Stienstra | GM & Chief Insurance, HHIP | F | — | — |
| 2026-05-13 | Richard McCathron | Chief Executive Officer | Sell | — | — |
| 2026-04-29 | Richard McCathron | Chief Executive Officer | F | — | — |
| 2026-04-29 | Torben Ostergaard | CEO Spinnaker | F | — | — |
| 2026-04-29 | Michael Stienstra | GM & Chief Insurance, HHIP | F | — | — |
| 2026-04-29 | Guy Zeltser | Chief Financial Officer | F | — | — |
| 2026-04-13 | Richard McCathron | Chief Executive Officer | Sell | — | — |
| 2026-03-11 | Richard McCathron | Chief Executive Officer | Sell | — | — |
| 2026-03-05 | Richard McCathron | Chief Executive Officer | A | — | — |
| 2026-03-05 | Guy Zeltser | Chief Financial Officer | A | — | — |
| 2026-03-05 | Michael Stienstra | GM & Chief Insurance, HHIP | A | — | — |
| 2026-03-05 | Torben Ostergaard | CEO Spinnaker | A | — | — |
| 2026-02-27 | Torben Ostergaard | CEO Spinnaker | Sell | — | — |
| 2026-02-18 | Michael Stienstra | GM & Chief Insurance, HHIP | F | — | — |
| 2026-02-18 | Guy Zeltser | Chief Financial Officer | MIXED | — | — |
| 2026-02-18 | Richard McCathron | Chief Executive Officer | F | — | — |
| 2026-02-18 | Torben Ostergaard | CEO Spinnaker | MIXED | — | — |
| 2026-02-11 | Richard McCathron | Chief Executive Officer | Sell | — | — |
| 2026-01-13 | Richard McCathron | Chief Executive Officer | Sell | — | — |
| 2025-12-29 | Michael Stienstra | GM & Chief Insurance, HHIP | Sell | — | — |
| 2025-12-19 | JOHN DRAKE NICHOLS | Director | G | — | — |
| 2025-12-11 | Richard McCathron | Chief Executive Officer | Sell | — | — |
| 2025-11-25 | Torben Ostergaard | CEO Spinnaker | Sell | — | — |
| 2025-11-19 | Guy Zeltser | Chief Financial Officer | MIXED | — | — |
| 2025-11-18 | Torben Ostergaard | CEO Spinnaker | F | — | — |
| 2025-11-18 | Richard McCathron | Chief Executive Officer | F | — | — |
| Insider | Role | Shares Held | Value |
|---|---|---|---|
| — | — | 2,476,418 | — |
| — | Executive Chairman BoD | 1,158,081 | — |
| — | Chief Executive Officer | 572,132 | — |
| — | CFO/ Chief Strategy Officer | 136,790 | — |
| — | Chief Financial Officer | 116,618 | — |
| — | Chief Accounting Officer | 102,315 | — |
| — | Chief Revenue Officer | 97,251 | — |
| — | GM & Chief Insurance, HHIP | 89,901 | — |
| — | Chief Operating Officer | 71,441 | — |
| — | Director | 66,563 | — |
| — | Director | 64,869 | — |
| — | CEO Spinnaker | 61,824 | — |
| — | Director | 31,303 | — |
| — | Director | 29,080 | — |
| — | Director | 26,815 | — |
| — | Director | 21,815 | — |
| — | Director | 20,911 | — |
| — | Director | 2,502 | — |
| — | Director | 2,502 | — |
Form 4 reports a change in beneficial ownership by an officer, director or 10%+ holder, and must be filed within two business days of the transaction — so this is close to real time, unlike the 45-day-lagged 13F institutional data.
Transaction codes matter more than the raw buy/sell count. Code P is an open-market purchase — an insider choosing to buy with their own money, which is the signal most research treats as informative. Code S is a sale, but sales are frequently pre-scheduled under a 10b5-1 plan or cover tax withholding on vesting equity, so a run of sales often says nothing directional. Codes A and M are grants and option exercises rather than open-market decisions.
Full filing history and per-insider positions are on the HIPO quote page; the site-wide leaderboard is on the insider transactions hub.