HIPPO HOLDINGS INC (HIPO) — insider trading
Financials · NYSE
HIPPO HOLDINGS INC (HIPO) has 43 reported SEC Form 4 insider transactions in our data, including 9 open-market sales among the most recent 43 (latest 2026-09-09).
Recent Form 4 transactions
| Date | Insider | Role | Type | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|---|
| 2026-09-09 | McCathron Richard | Director, Officer (Chief Executive Officer) | Open-market sale | 5,000 | $32.23 | $161.2K | Form 4 |
| 2026-08-17 | Ostergaard Torben | Officer (CEO Spinnaker) | Open-market sale | 1,169 | $33.00 | $38.6K | Form 4 |
| 2026-08-15 | Ellis Stewart | Director | Grant / award / vesting | 5,350 | $33.04 | $176.8K | Form 4 |
| 2026-08-15 | McCathron Richard | Director, Officer (Chief Executive Officer) | Shares withheld for taxes / exercise cost | 8,301 | $32.83 | $272.5K | Form 4 |
| 2026-08-15 | Zeltser Guy | Officer (Chief Financial Officer) | Shares withheld for taxes / exercise cost | 3,945 | $32.83 | $129.5K | Form 4 |
| 2026-08-15 | Stienstra Michael | Officer (GM & Chief Insurance, HHIP) | Shares withheld for taxes / exercise cost | 1,259 | $32.83 | $41.3K | Form 4 |
| 2026-08-15 | Ostergaard Torben | Officer (CEO Spinnaker) | Shares withheld for taxes / exercise cost | 1,340 | $32.83 | $44.0K | Form 4 |
| 2026-08-15 | Boettcher Laura | Officer (Chief Operating Officer) | Shares withheld for taxes / exercise cost | 1,586 | $32.83 | $52.1K | Form 4 |
| 2026-08-10 | McCathron Richard | Director, Officer (Chief Executive Officer) | Open-market sale | 5,000 | $32.00 | $160.0K | Form 4 |
| 2026-07-28 | Zeltser Guy | Officer (Chief Financial Officer) | Open-market sale | 1,669 | $30.98 | $51.7K | Form 4 |
| 2026-07-09 | McCathron Richard | Director, Officer (Chief Executive Officer) | Open-market sale | 5,000 | $28.53 | $142.7K | Form 4 |
| 2026-06-10 | Boettcher Laura | Officer (Chief Operating Officer) | Grant / award / vesting | 11,674 | — | $0 | Form 4 |
| 2026-06-09 | McCathron Richard | Director, Officer (Chief Executive Officer) | Open-market sale | 5,000 | $25.00 | $125.0K | Form 4 |
| 2026-06-03 | Ellis Stewart | Director | Grant / award / vesting | 4,820 | — | $0 | Form 4 |
| 2026-06-02 | Landman Sam | Director | Grant / award / vesting | 4,808 | — | $0 | Form 4 |
| 2026-06-02 | Landman Sam | Director | Grant / award / vesting | 4,738 | $25.40 | $120.3K | Form 4 |
| 2026-06-02 | Schaaf Mark | Director | Grant / award / vesting | 4,808 | — | $0 | Form 4 |
| 2026-06-02 | Schaaf Mark | Director | Grant / award / vesting | 4,738 | $25.40 | $120.3K | Form 4 |
| 2026-06-02 | FRATER HUGH R | Director | Grant / award / vesting | 4,808 | — | $0 | Form 4 |
| 2026-06-02 | FRATER HUGH R | Director | Grant / award / vesting | 4,738 | $25.40 | $120.3K | Form 4 |
| 2026-06-02 | Feder Eric | Director | Grant / award / vesting | 4,738 | $25.40 | $120.3K | Form 4 |
| 2026-06-02 | NICHOLS JOHN DRAKE | Director | Grant / award / vesting | 4,808 | — | $0 | Form 4 |
| 2026-06-02 | NICHOLS JOHN DRAKE | Director | Grant / award / vesting | 4,738 | $25.40 | $120.3K | Form 4 |
| 2026-06-02 | Holliday Susan Claire | Director | Grant / award / vesting | 4,808 | — | $0 | Form 4 |
| 2026-06-02 | Holliday Susan Claire | Director | Grant / award / vesting | 2,502 | $25.40 | $63.6K | Form 4 |
| 2026-06-02 | Hay Laura J | Director | Grant / award / vesting | 4,808 | — | $0 | Form 4 |
| 2026-06-02 | Hay Laura J | Director | Grant / award / vesting | 2,502 | $25.40 | $63.6K | Form 4 |
| 2026-06-02 | WIJNBERG SANDRA S | Director | Grant / award / vesting | 4,808 | — | $0 | Form 4 |
| 2026-06-02 | WIJNBERG SANDRA S | Director | Grant / award / vesting | 4,738 | $25.40 | $120.3K | Form 4 |
| 2026-06-02 | Fouche Lori Dickerson | Director | Grant / award / vesting | 4,808 | — | $0 | Form 4 |
| 2026-06-02 | Fouche Lori Dickerson | Director | Grant / award / vesting | 4,738 | $25.40 | $120.3K | Form 4 |
| 2026-05-15 | McCathron Richard | Director, Officer (Chief Executive Officer) | Shares withheld for taxes / exercise cost | 8,779 | $26.41 | $231.9K | Form 4 |
| 2026-05-15 | Zeltser Guy | Officer (Chief Financial Officer) | Shares withheld for taxes / exercise cost | 4,169 | $26.41 | $110.1K | Form 4 |
| 2026-05-15 | Ostergaard Torben | Officer (CEO Spinnaker) | Shares withheld for taxes / exercise cost | 1,340 | $26.41 | $35.4K | Form 4 |
| 2026-05-15 | Ostergaard Torben | Officer (CEO Spinnaker) | Open-market sale | 3,667 | $26.10 | $95.7K | Form 4 |
| 2026-05-15 | Stienstra Michael | Officer (GM & Chief Insurance, HHIP) | Shares withheld for taxes / exercise cost | 1,259 | $26.41 | $33.3K | Form 4 |
| 2026-05-14 | Zeltser Guy | Officer (Chief Financial Officer) | Grant / award / vesting | 743 | $22.72 | $16.9K | Form 4 |
| 2026-05-11 | McCathron Richard | Director, Officer (Chief Executive Officer) | Open-market sale | 5,000 | $27.10 | $135.5K | Form 4 |
| 2026-04-27 | McCathron Richard | Director, Officer (Chief Executive Officer) | Shares withheld for taxes / exercise cost | 1,438 | $28.21 | $40.6K | Form 4 |
| 2026-04-27 | Zeltser Guy | Officer (Chief Financial Officer) | Shares withheld for taxes / exercise cost | 1,091 | $28.21 | $30.8K | Form 4 |
| 2026-04-27 | Stienstra Michael | Officer (GM & Chief Insurance, HHIP) | Shares withheld for taxes / exercise cost | 794 | $28.21 | $22.4K | Form 4 |
| 2026-04-27 | Ostergaard Torben | Officer (CEO Spinnaker) | Shares withheld for taxes / exercise cost | 1,438 | $28.21 | $40.6K | Form 4 |
| 2026-04-09 | McCathron Richard | Director, Officer (Chief Executive Officer) | Open-market sale | 5,000 | $26.05 | $130.3K | Form 4 |
Ask the chat about HIPO's insider activity →
Transaction types are the SEC Form 4 codes: open-market purchases (P) and sales (S) are the only rows that reflect open-market conviction. Awards/vesting (A), option exercises (M/X/C), shares withheld for taxes (F) and gifts (G) are compensation or mechanical, not buying or selling on the open market. Sales may be planned and non-discretionary (e.g. a Rule 10b5-1 plan); open-market buying is not a recommendation to buy. Informational only — not financial advice.
Source: SEC EDGAR Form 3/4/5. See the full company profile: HIPPO HOLDINGS INC (HIPO).
Last updated 2026-09-09 (most recent filing date).
Informational only — NOT financial advice. Insider filings are sourced from SEC EDGAR and shown with their reported dates.