The public view is the crawlable proof. The same sourced dataset is available through REST and MCP for agents, research scripts, and back-office tools.
| Date | Insider | Role | Action | Shares | Price | Value |
|---|---|---|---|---|---|---|
| Sep 9, 2026 | McCathron Richard | Chief Executive Officer, Director | Sell(S) | 5K | $32.23 | $161K |
| Aug 17, 2026 | Ostergaard Torben | CEO Spinnaker | Sell(S) | 1K | $33.00 | $39K |
| Aug 15, 2026 | Ellis Stewart | Director | Grant(A) | 5K | $33.04 | $177K |
| Aug 15, 2026 | Zeltser Guy | Chief Financial Officer | Tax withholding(F) | 4K | $32.83 | $130K |
| Aug 15, 2026 | McCathron Richard | Chief Executive Officer, Director | Tax withholding(F) | 8K | $32.83 | $272K |
| Aug 15, 2026 | Boettcher Laura | Chief Operating Officer | Tax withholding(F) | 2K | $32.83 | $52K |
| Aug 15, 2026 | Ostergaard Torben | CEO Spinnaker | Tax withholding(F) | 1K | $32.83 | $44K |
| Aug 15, 2026 | Stienstra Michael | GM & Chief Insurance, HHIP | Tax withholding(F) | 1K | $32.83 | $41K |
| Aug 10, 2026 | McCathron Richard | Chief Executive Officer, Director | Sell(S) | 5K | $32.00 | $160K |
| Jul 28, 2026 | Zeltser Guy | Chief Financial Officer | Sell(S) | 2K | $30.98 | $52K |
| Jul 9, 2026 | McCathron Richard | Chief Executive Officer, Director | Sell(S) | 5K | $28.53 | $143K |
| Jun 10, 2026 | Boettcher Laura | Chief Operating Officer | Grant(A) | 12K | — | $0 |
| Jun 9, 2026 | McCathron Richard | Chief Executive Officer, Director | Sell(S) | 5K | $25.00 | $125K |
| Jun 3, 2026 | Ellis Stewart | Director | Grant(A) | 5K | — | $0 |
| Jun 2, 2026 | Hay Laura J | Director | Grant(A) | 3K | $25.40 | $64K |
| Jun 2, 2026 | Hay Laura J | Director | Grant(A) | 5K | — | $0 |
| Jun 2, 2026 | Holliday Susan Claire | Director | Grant(A) | 3K | $25.40 | $64K |
| Jun 2, 2026 | Holliday Susan Claire | Director | Grant(A) | 5K | — | $0 |
| Jun 2, 2026 | Nichols John Drake | Director | Grant(A) | 5K | $25.40 | $120K |
| Jun 2, 2026 | Nichols John Drake | Director | Grant(A) | 5K | — | $0 |
| Jun 2, 2026 | Feder Eric | Director | Grant(A) | 5K | $25.40 | $120K |
| Jun 2, 2026 | Frater Hugh R | Director | Grant(A) | 5K | $25.40 | $120K |
| Jun 2, 2026 | Frater Hugh R | Director | Grant(A) | 5K | — | $0 |
| Jun 2, 2026 | Schaaf Mark | Director | Grant(A) | 5K | $25.40 | $120K |
| Jun 2, 2026 | Schaaf Mark | Director | Grant(A) | 5K | — | $0 |
| Jun 2, 2026 | Landman Sam | Director | Grant(A) | 5K | $25.40 | $120K |
| Jun 2, 2026 | Landman Sam | Director | Grant(A) | 5K | — | $0 |
| Jun 2, 2026 | Fouche Lori Dickerson | Director | Grant(A) | 5K | $25.40 | $120K |
| Jun 2, 2026 | Fouche Lori Dickerson | Director | Grant(A) | 5K | — | $0 |
| Jun 2, 2026 | Wijnberg Sandra S | Director | Grant(A) | 5K | $25.40 | $120K |
| Jun 2, 2026 | Wijnberg Sandra S | Director | Grant(A) | 5K | — | $0 |
| May 15, 2026 | McCathron Richard | Chief Executive Officer, Director | Tax withholding(F) | 9K | $26.41 | $232K |
| May 15, 2026 | Ostergaard Torben | CEO Spinnaker | Sell(S) | 4K | $26.10 | $96K |
| May 15, 2026 | Ostergaard Torben | CEO Spinnaker | Tax withholding(F) | 1K | $26.41 | $35K |
| May 15, 2026 | Stienstra Michael | GM & Chief Insurance, HHIP | Tax withholding(F) | 1K | $26.41 | $33K |
| May 15, 2026 | Zeltser Guy | Chief Financial Officer | Tax withholding(F) | 4K | $26.41 | $110K |
| May 14, 2026 | Zeltser Guy | Chief Financial Officer | Grant(A) | 743 | $22.72 | $17K |
| May 11, 2026 | McCathron Richard | Chief Executive Officer, Director | Sell(S) | 5K | $27.10 | $136K |
| Apr 27, 2026 | McCathron Richard | Chief Executive Officer, Director | Tax withholding(F) | 1K | $28.21 | $41K |
| Apr 27, 2026 | Ostergaard Torben | CEO Spinnaker | Tax withholding(F) | 1K | $28.21 | $41K |
| Apr 27, 2026 | Stienstra Michael | GM & Chief Insurance, HHIP | Tax withholding(F) | 794 | $28.21 | $22K |
| Apr 27, 2026 | Zeltser Guy | Chief Financial Officer | Tax withholding(F) | 1K | $28.21 | $31K |
| Apr 9, 2026 | McCathron Richard | Chief Executive Officer, Director | Sell(S) | 5K | $26.05 | $130K |
| Mar 9, 2026 | McCathron Richard | Chief Executive Officer, Director | Sell(S) | 5K | $25.86 | $129K |
| Mar 3, 2026 | McCathron Richard | Chief Executive Officer, Director | Grant(A) | 76K | — | $0 |
| Mar 3, 2026 | McCathron Richard | Chief Executive Officer, Director | Grant(A) | 114K | — | $0 |
| Mar 2, 2026 | Ostergaard Torben | CEO Spinnaker | Grant(A) | 15K | — | $0 |
| Mar 2, 2026 | Ostergaard Torben | CEO Spinnaker | Grant(A) | 10K | — | $0 |
| Mar 2, 2026 | Stienstra Michael | GM & Chief Insurance, HHIP | Grant(A) | 15K | — | $0 |
| Mar 2, 2026 | Stienstra Michael | GM & Chief Insurance, HHIP | Grant(A) | 10K | — | $0 |
| Mar 2, 2026 | Zeltser Guy | Chief Financial Officer | Grant(A) | 37K | — | $0 |
| Mar 2, 2026 | Zeltser Guy | Chief Financial Officer | Grant(A) | 25K | — | $0 |
| Feb 25, 2026 | Ostergaard Torben | CEO Spinnaker | Sell(S) | 600 | $30.44 | $18K |
| Feb 17, 2026 | Ostergaard Torben | CEO Spinnaker | Sell(S) | 6K | $28.57 | $174K |
| Feb 15, 2026 | McCathron Richard | Chief Executive Officer, Director | Tax withholding(F) | 12K | $28.59 | $331K |
| Feb 15, 2026 | Ostergaard Torben | CEO Spinnaker | Tax withholding(F) | 2K | $28.59 | $69K |
| Feb 15, 2026 | Stienstra Michael | GM & Chief Insurance, HHIP | Tax withholding(F) | 3K | $28.59 | $79K |
| Feb 15, 2026 | Zeltser Guy | Chief Financial Officer | Tax withholding(F) | 4K | $28.59 | $128K |
| Feb 9, 2026 | McCathron Richard | Chief Executive Officer, Director | Sell(S) | 5K | $29.14 | $146K |
| Jan 9, 2026 | McCathron Richard | Chief Executive Officer, Director | Sell(S) | 5K | $31.52 | $158K |
| Dec 22, 2025 | Stienstra Michael | GM & Chief Insurance, HHIP | Sell(S) | 4K | $31.12 | $121K |
| Dec 18, 2025 | Nichols John Drake | Director | Gift(G) | 5K | — | $0 |
| Dec 9, 2025 | McCathron Richard | Chief Executive Officer, Director | Sell(S) | 5K | $29.82 | $149K |
| Nov 21, 2025 | Ostergaard Torben | CEO Spinnaker | Sell(S) | 3K | $31.96 | $112K |
| Nov 21, 2025 | Ostergaard Torben | CEO Spinnaker | Sell(S) | 152 | $32.63 | $5K |
| Nov 18, 2025 | Zeltser Guy | Chief Financial Officer | Sell(S) | 2K | $32.12 | $55K |
| Nov 18, 2025 | Zeltser Guy | Chief Financial Officer | Sell(S) | 100 | $32.74 | $3K |
| Nov 15, 2025 | McCathron Richard | Chief Executive Officer, Director | Tax withholding(F) | 11K | $31.11 | $352K |
| Nov 15, 2025 | Ostergaard Torben | CEO Spinnaker | Tax withholding(F) | 2K | $31.11 | $66K |
| Nov 15, 2025 | Stienstra Michael | GM & Chief Insurance, HHIP | Tax withholding(F) | 2K | $31.11 | $77K |
| Nov 15, 2025 | Zeltser Guy | Chief Financial Officer | Tax withholding(F) | 4K | $31.11 | $130K |
| Nov 14, 2025 | Zeltser Guy | Chief Financial Officer | Buy(P) | 665 | $7.23 | $5K |
| Oct 1, 2025 | Hay Laura J | Director | Grant(A) | 3K | — | $0 |
| Oct 1, 2025 | Holliday Susan Claire | Director | Grant(A) | 3K | — | $0 |
| Sep 17, 2025 | Zeltser Guy | Chief Financial Officer | Sell(S) | 200 | $38.05 | $8K |
| Sep 17, 2025 | Zeltser Guy | Chief Financial Officer | Sell(S) | 5K | $37.46 | $186K |
| Sep 10, 2025 | McCathron Richard | Chief Executive Officer, Director | Tax withholding(F) | 1K | $36.97 | $50K |
| Sep 10, 2025 | Zeltser Guy | Chief Financial Officer | Tax withholding(F) | 1K | $36.97 | $38K |
| Sep 10, 2025 | Ostergaard Torben | CEO Spinnaker | Tax withholding(F) | 1K | $36.97 | $50K |
| Sep 10, 2025 | Stienstra Michael | GM & Chief Insurance, HHIP | Tax withholding(F) | 752 | $36.97 | $28K |
| Sep 8, 2025 | McCathron Richard | Chief Executive Officer, Director | Sell(S) | 3K | $34.12 | $93K |
| Aug 22, 2025 | McCathron Richard | Chief Executive Officer, Director | Sell(S) | 2K | $34.00 | $77K |
| Aug 15, 2025 | McCathron Richard | Chief Executive Officer, Director | Tax withholding(F) | 11K | $30.91 | $333K |
| Aug 15, 2025 | Zeltser Guy | Chief Financial Officer | Tax withholding(F) | 4K | $30.91 | $123K |
| Aug 15, 2025 | Ostergaard Torben | CEO Spinnaker | Tax withholding(F) | 2K | $30.91 | $62K |
| Aug 15, 2025 | Stienstra Michael | GM & Chief Insurance, HHIP | Tax withholding(F) | 2K | $30.91 | $72K |
| Jul 1, 2025 | Len FW Investor, LLC | Insider | Sell(S) | 514K | $28.17 | $14.5M |
| Jun 12, 2025 | Ostergaard Torben | CEO Spinnaker | Sell(S) | 2K | $29.95 | $73K |
| Jun 4, 2025 | Ostergaard Torben | CEO Spinnaker | Sell(S) | 5K | $24.61 | $120K |
| Jun 3, 2025 | Schaaf Mark | Director | Grant(A) | 5K | — | $0 |
| Jun 3, 2025 | Schaaf Mark | Director | Grant(A) | 6K | $24.35 | $141K |
| Jun 3, 2025 | Feder Eric | Director | Grant(A) | 5K | — | $0 |
| Jun 3, 2025 | Feder Eric | Director | Grant(A) | 6K | $24.35 | $141K |
| Jun 3, 2025 | Frater Hugh R | Director | Grant(A) | 5K | — | $0 |
| Jun 3, 2025 | Frater Hugh R | Director | Grant(A) | 6K | $24.35 | $141K |
| Jun 3, 2025 | Fouche Lori Dickerson | Director | Grant(A) | 6K | $24.35 | $141K |
| Jun 3, 2025 | Fouche Lori Dickerson | Director | Grant(A) | 5K | — | $0 |
| Jun 3, 2025 | Landman Sam | Director | Grant(A) | 5K | — | $0 |
| Jun 3, 2025 | Landman Sam | Director | Grant(A) | 6K | $24.35 | $141K |
| Jun 3, 2025 | Wijnberg Sandra S | Director | Grant(A) | 5K | — | $0 |
Insider transactions sourced from SEC EDGAR Form 4 filings, normalized within minutes of acceptance. "Buy"/"Sell" mark open-market transactions (codes P/S), the tradeable signal. Awards, option exercises and tax-withholding are shown with their raw code. All data is public domain.
Issuer: Hippo Holdings Inc., SEC CIK 0001828105. The symbol on a Form 4 is typed by the filer, so this page follows the issuer with the newest filing under HIPO and shows every filing by that issuer.
Coverage: Form 4 filings indexed 2006-01-02 → 2026-09-12. Earlier history is backfilling; this window widens as it deepens.
Programmatic access via the Arkolith API & MCP server (insider.transactions, insider.company).
Connected pages for HIPO