Hippo Holdings Inc. Insider Trading Activity
Every SEC Form 4 insider transaction reported for Hippo Holdings Inc. (HIPO), sourced directly from SEC EDGAR and updated as new filings are accepted.
By Trabud · Insider-trading data from SEC EDGAR
Latest filing:
Compiled automatically from SEC EDGAR Form 4 filings and refreshed daily. Figures count purchases (code P) and sales (code S) only — not grants, option exercises, or gifts. How this page is built. Not investment advice.
Quick Answer
Are HIPO insiders buying or selling?
In the last 12 months, Hippo Holdings Inc. insiders reported 1 open-market purchase ($4.8K) and 20 sales ($2.3M) — net selling of $2.3M. Since August 2021, Trabud has recorded 67 Form 4 filings for HIPO: 16 buys ($5.9M) and 51 sells ($23.5M).
Source: SEC EDGAR Form 4
What stands out
- The largest open-market purchase in the last 12 months was $4.8K by Guy Zeltser (Chief Financial Officer) on Feb 19, 2026. SEC ↗
- The most recent open-market purchase was reported on Feb 19, 2026 (7 months ago).
Key Statistics (August 2021 – Oct 16, 2026)
Total Form 4 filings
67
SEC EDGAR
Insider filers
14
Insider buys (16)
$5.9M
Insider sells (51)
$23.5M
Insider sentiment
Net sellingNet insider flow of $17.5M in net selling since August 2021, and $2.3M in net selling over the last 12 months.
Recent HIPO insider transactions
| Date | Insider | Role | Type | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|---|
| Oct 16, 2026 | Torben Ostergaard | CEO Spinnaker | Sale | 1.2K | $35.03 | $41.0K | SEC ↗ |
| Oct 13, 2026 | Richard Mccathron | Chief Executive Officer | Sale | 5.0K | $34.18 | $170.9K | SEC ↗ |
| Sep 11, 2026 | Richard Mccathron | Chief Executive Officer | Sale | 5.0K | $32.23 | $161.2K | SEC ↗ |
| Aug 18, 2026 | Torben Ostergaard | CEO Spinnaker | Sale | 1.2K | $33.00 | $38.6K | SEC ↗ |
| Aug 12, 2026 | Richard Mccathron | Chief Executive Officer | Sale | 5.0K | $32.00 | $160.0K | SEC ↗ |
| Jul 30, 2026 | Guy Zeltser | Chief Financial Officer | Sale | 1.7K | $30.98 | $51.7K | SEC ↗ |
| Jul 13, 2026 | Richard Mccathron | Chief Executive Officer | Sale | 5.0K | $28.53 | $142.7K | SEC ↗ |
| Jun 11, 2026 | Richard Mccathron | Chief Executive Officer | Sale | 5.0K | $25.00 | $125.0K | SEC ↗ |
| May 20, 2026 | Torben Ostergaard | CEO Spinnaker | Sale | 3.7K | $26.10 | $95.7K | SEC ↗ |
| May 14, 2026 | Richard Mccathron | Chief Executive Officer | Sale | 5.0K | $27.10 | $135.5K | SEC ↗ |
| Apr 13, 2026 | Richard Mccathron | Chief Executive Officer | Sale | 5.0K | $26.05 | $130.3K | SEC ↗ |
| Mar 11, 2026 | Richard Mccathron | Chief Executive Officer | Sale | 5.0K | $25.86 | $129.3K | SEC ↗ |
| Feb 27, 2026 | Torben Ostergaard | CEO Spinnaker | Sale | 600 | $30.44 | $18.3K | SEC ↗ |
| Feb 19, 2026 | Torben Ostergaard | CEO Spinnaker | Sale | 6.1K | $28.57 | $174.4K | SEC ↗ |
| Feb 19, 2026 | Guy Zeltser | Chief Financial Officer | Purchase | 665 | $7.23 | $4.8K | SEC ↗ |
| Feb 11, 2026 | Richard Mccathron | Chief Executive Officer | Sale | 5.0K | $29.14 | $145.7K | SEC ↗ |
| Jan 13, 2026 | Richard Mccathron | Chief Executive Officer | Sale | 5.0K | $31.52 | $157.6K | SEC ↗ |
| Dec 29, 2025 | Michael Stienstra | GM & Chief Insurance, HHIP | Sale | 3.9K | $31.12 | $121.4K | SEC ↗ |
| Dec 11, 2025 | Richard Mccathron | Chief Executive Officer | Sale | 5.0K | $29.82 | $149.1K | SEC ↗ |
| Nov 25, 2025 | Torben Ostergaard | CEO Spinnaker | Sale | 3.6K | $31.99 | $116.6K | SEC ↗ |
| Nov 19, 2025 | Guy Zeltser | Chief Financial Officer | Sale | 1.8K | $32.16 | $58.5K | SEC ↗ |
| Sep 19, 2025 | Guy Zeltser | Chief Financial Officer | Sale | 5.2K | $37.48 | $194.0K | SEC ↗ |
| Sep 10, 2025 | Richard Mccathron | Chief Executive Officer | Sale | 2.7K | $34.12 | $93.0K | SEC ↗ |
| Aug 26, 2025 | Richard Mccathron | Chief Executive Officer | Sale | 2.3K | $34.00 | $77.4K | SEC ↗ |
| Jul 3, 2025 | Len FW Investor, LLC | Other | Sale | 514.3K | $28.17 | $14.5M | SEC ↗ |
Showing the 25 most recent of 67 Form 4 filings for Hippo Holdings Inc..
Most active HIPO insiders
- Richard Mccathron17 filings
- Torben Ostergaard13 filings
- Wand Assaf10 filings
- Guy Zeltser4 filings
- Michael Stienstra4 filings
Ask anything about HIPO insider activity
Use Trabud's AI agent to query Hippo Holdings Inc.'s Form 4 history in plain English — "Show me HIPO CEO purchases this year" or compare it against any other ticker.
Open the AI agentHIPO insider trading FAQ
Are Hippo Holdings Inc. insiders buying or selling?
In the last 12 months, Hippo Holdings Inc. insiders reported 1 open-market purchase ($4.8K) and 20 sales ($2.3M) — net selling of $2.3M. Since August 2021, Trabud has recorded 67 Form 4 filings for HIPO: 16 buys ($5.9M) and 51 sells ($23.5M). Over the full record that is net selling of $17.5M.
How many insiders trade HIPO stock?
14 distinct insider filers — officers, directors, 10%+ owners, and investment groups filing jointly — have reported Form 4 transactions for Hippo Holdings Inc.. The most recent filing was accepted on Oct 16, 2026.
Where does Trabud get HIPO insider trading data?
All HIPO insider trading data comes directly from official SEC EDGAR Form 4 filings, which corporate insiders must submit within two business days of a transaction under Section 16(a) of the Securities Exchange Act of 1934.