Hippo Holdings Inc (HIPO)
Insider transactions
A complete record of Form 4 filings tracking every share acquisition and disposal by executives, directors, and senior officers. Filterable by date range and transaction type, the table exposes the direct market actions of those with the deepest knowledge of a company's operations — providing a factual, data-driven signal of internal conviction that complements traditional fundamental and technical analysis.
Transaction date | Executive | Executive Title | Security Type | Acquisition / Disposal | Shares | Share price |
|---|---|---|---|---|---|---|
| Sep 9, 2026 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Disposal | 5,000 | 32.23 |
| Aug 17, 2026 | OSTERGAARD, TORBEN | CEO Spinnaker | Common Stock | Disposal | 1,169 | 33 |
| Aug 15, 2026 | STIENSTRA, MICHAEL | GM & Chief Insurance, HHIP | Common Stock | Disposal | 1,259 | 32.827 |
| Aug 15, 2026 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Disposal | 8,301 | 32.827 |
| Aug 15, 2026 | ELLIS, STEWART | Director | Common Stock | Acquisition | 5,350 | 33.04 |
| Aug 15, 2026 | ZELTSER, GUY | Chief Financial Officer | Common Stock | Disposal | 3,945 | 32.827 |
| Aug 15, 2026 | BOETTCHER, LAURA | Chief Operating Officer | Common Stock | Disposal | 1,586 | 32.827 |
| Aug 15, 2026 | OSTERGAARD, TORBEN | CEO Spinnaker | Common Stock | Disposal | 1,340 | 32.827 |
| Aug 10, 2026 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Disposal | 5,000 | 32 |
| Jul 28, 2026 | ZELTSER, GUY | Chief Financial Officer | Common Stock | Disposal | 1,669 | 30.98 |
| Jul 9, 2026 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Disposal | 5,000 | 28.53 |
| Jun 10, 2026 | BOETTCHER, LAURA | Chief Operating Officer | Common Stock | Acquisition | 11,674 | 0 |
| Jun 9, 2026 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Disposal | 5,000 | 25 |
| Jun 3, 2026 | ELLIS, STEWART | Director | Common Stock | Acquisition | 4,820 | 0 |
| Jun 2, 2026 | FEDER, ERIC | Director | Common Stock | Acquisition | 4,738 | 25.4 |
| Jun 2, 2026 | FRATER, HUGH R | Director | Common Stock | Acquisition | 4,738 | 25.4 |
| Jun 2, 2026 | LANDMAN, SAM | Director | Common Stock | Acquisition | 4,808 | 0 |
| Jun 2, 2026 | HOLLIDAY, SUSAN CLAIRE | Director | Common Stock | Acquisition | 4,808 | 0 |
| Jun 2, 2026 | SCHAAF, MARK | Director | Common Stock | Acquisition | 4,738 | 25.4 |
| Jun 2, 2026 | NICHOLS, JOHN DRAKE | Director | Common Stock | Acquisition | 4,808 | 0 |
| Jun 2, 2026 | WIJNBERG, SANDRA S | Director | Common Stock | Acquisition | 4,808 | 0 |
| Jun 2, 2026 | HOLLIDAY, SUSAN CLAIRE | Director | Common Stock | Acquisition | 2,502 | 25.4 |
| Jun 2, 2026 | FOUCHE, LORI DICKERSON | Director | Common Stock | Acquisition | 4,808 | 0 |
| Jun 2, 2026 | FRATER, HUGH R | Director | Common Stock | Acquisition | 4,808 | 0 |
| Jun 2, 2026 | LANDMAN, SAM | Director | Common Stock | Acquisition | 4,738 | 25.4 |
| Jun 2, 2026 | HAY, LAURA J | Director | Common Stock | Acquisition | 2,502 | 25.4 |
| Jun 2, 2026 | HAY, LAURA J | Director | Common Stock | Acquisition | 4,808 | 0 |
| Jun 2, 2026 | SCHAAF, MARK | Director | Common Stock | Acquisition | 4,808 | 0 |
| Jun 2, 2026 | NICHOLS, JOHN DRAKE | Director | Common Stock | Acquisition | 4,738 | 25.4 |
| Jun 2, 2026 | WIJNBERG, SANDRA S | Director | Common Stock | Acquisition | 4,738 | 25.4 |
| Jun 2, 2026 | FOUCHE, LORI DICKERSON | Director | Common Stock | Acquisition | 4,738 | 25.4 |
| May 15, 2026 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Disposal | 8,779 | 26.412 |
| May 15, 2026 | OSTERGAARD, TORBEN | CEO Spinnaker | Common Stock | Disposal | 1,340 | 26.412 |
| May 15, 2026 | STIENSTRA, MICHAEL | GM & Chief Insurance, HHIP | Common Stock | Disposal | 1,259 | 26.412 |
| May 15, 2026 | ZELTSER, GUY | Chief Financial Officer | Common Stock | Disposal | 4,169 | 26.412 |
| May 15, 2026 | OSTERGAARD, TORBEN | CEO Spinnaker | Common Stock | Disposal | 3,667 | 26.099 |
| May 14, 2026 | ZELTSER, GUY | Chief Financial Officer | Common Stock | Acquisition | 743 | 22.72 |
| May 11, 2026 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Disposal | 5,000 | 27.1 |
| Apr 27, 2026 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Disposal | 1,438 | 28.209 |
| Apr 27, 2026 | STIENSTRA, MICHAEL | GM & Chief Insurance, HHIP | Common Stock | Disposal | 794 | 28.209 |
| Apr 27, 2026 | ZELTSER, GUY | Chief Financial Officer | Common Stock | Disposal | 1,091 | 28.209 |
| Apr 27, 2026 | OSTERGAARD, TORBEN | CEO Spinnaker | Common Stock | Disposal | 1,438 | 28.209 |
| Apr 9, 2026 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Disposal | 5,000 | 26.05 |
| Mar 9, 2026 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Disposal | 5,000 | 25.86 |
| Mar 3, 2026 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Acquisition | 113,719 | 0 |
| Mar 3, 2026 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Acquisition | 75,813 | 0 |
| Mar 2, 2026 | STIENSTRA, MICHAEL | GM & Chief Insurance, HHIP | Common Stock | Acquisition | 9,874 | 0 |
| Mar 2, 2026 | STIENSTRA, MICHAEL | GM & Chief Insurance, HHIP | Common Stock | Acquisition | 14,810 | 0 |
| Mar 2, 2026 | ZELTSER, GUY | Chief Financial Officer | Common Stock | Acquisition | 37,024 | 0 |
| Mar 2, 2026 | ZELTSER, GUY | Chief Financial Officer | Common Stock | Acquisition | 24,683 | 0 |
| Mar 2, 2026 | OSTERGAARD, TORBEN | CEO Spinnaker | Common Stock | Acquisition | 14,810 | 0 |
| Mar 2, 2026 | OSTERGAARD, TORBEN | CEO Spinnaker | Common Stock | Acquisition | 9,874 | 0 |
| Feb 25, 2026 | OSTERGAARD, TORBEN | CEO Spinnaker | Common Stock | Disposal | 600 | 30.444 |
| Feb 17, 2026 | OSTERGAARD, TORBEN | CEO Spinnaker | Common Stock | Disposal | 6,105 | 28.565 |
| Feb 15, 2026 | OSTERGAARD, TORBEN | CEO Spinnaker | Common Stock | Disposal | 2,408 | 28.592 |
| Feb 15, 2026 | STIENSTRA, MICHAEL | GM & Chief Insurance, HHIP | Common Stock | Disposal | 2,752 | 28.592 |
| Feb 15, 2026 | ZELTSER, GUY | Chief Financial Officer | Common Stock | Disposal | 4,483 | 28.592 |
| Feb 15, 2026 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Disposal | 11,586 | 28.592 |
| Feb 9, 2026 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Disposal | 5,000 | 29.14 |
| Jan 9, 2026 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Disposal | 5,000 | 31.52 |
| Dec 22, 2025 | STIENSTRA, MICHAEL | GM & Chief Insurance, HHIP | Common Stock | Disposal | 3,900 | 31.119 |
| Dec 18, 2025 | NICHOLS, JOHN DRAKE | Director | Common Stock | Disposal | 4,935 | 0 |
| Dec 9, 2025 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Disposal | 5,000 | 29.82 |
| Nov 21, 2025 | OSTERGAARD, TORBEN | CEO Spinnaker | Common Stock | Disposal | 3,493 | 31.959 |
| Nov 21, 2025 | OSTERGAARD, TORBEN | CEO Spinnaker | Common Stock | Disposal | 152 | 32.633 |
| Nov 18, 2025 | ZELTSER, GUY | Chief Financial Officer | Common Stock | Disposal | 1,719 | 32.123 |
| Nov 18, 2025 | ZELTSER, GUY | Chief Financial Officer | Common Stock | Disposal | 100 | 32.74 |
| Nov 15, 2025 | STIENSTRA, MICHAEL | GM & Chief Insurance, HHIP | Common Stock | Disposal | 2,463 | 31.114 |
| Nov 15, 2025 | OSTERGAARD, TORBEN | CEO Spinnaker | Common Stock | Disposal | 2,123 | 31.114 |
| Nov 15, 2025 | ZELTSER, GUY | Chief Financial Officer | Common Stock | Disposal | 4,182 | 31.114 |
| Nov 15, 2025 | MCCATHRON, RICHARD | Director, Chief Executive Officer | Common Stock | Disposal | 11,326 | 31.114 |
| Nov 14, 2025 | ZELTSER, GUY | Chief Financial Officer | Common Stock | Acquisition | 665 | 7.23 |
| Oct 1, 2025 | HOLLIDAY, SUSAN CLAIRE | Director | Common Stock | Acquisition | 2,502 | 0 |
| Oct 1, 2025 | HAY, LAURA J | Director | Common Stock | Acquisition | 2,502 | 0 |