SEC Form 4
Hippo Holdings Inc. (HIPO) insider trading
In the 12 months to Oct 26, 2026, 4 HIPO insiders reported open-market sales of $2.3M across 20 filings; no open-market purchases were filed.
Latest filing · Last 12 months · Source: SEC EDGAR · How we count
- Open-market sales
- $2.3M
- 20 filings · 4 insiders
- Open-market purchases
- $0
- 0 filings
- Pre-arranged sales (10b5-1)
- 20 of 20
- All $2.3M sold was pre-arranged
Who traded HIPO, and when
- Sale
- Sale, pre-arranged (10b5-1)
HIPO daily close from Oct 27, 2025 to Oct 26, 2026, between $24.09 and $38.58, last $38.48. 20 sale and 0 purchase filings by 4 insiders, marked at their filing dates. Richard McCathron, Chief Executive Officer: sold $1.6M across 11 filings, first filed Dec 11, 2025, last Oct 13, 2026. Torben Ostergaard, CEO Spinnaker: sold $484.5K across 6 filings, first filed Nov 25, 2025, last Oct 16, 2026. Michael Stienstra, GM & Chief Insurance, HHIP: sold $121.4K across 1 filing, first filed Dec 29, 2025, last Dec 29, 2025. Guy Zeltser, Chief Financial Officer: sold $110.2K across 2 filings, first filed Nov 19, 2025, last Jul 30, 2026.
Largest mark · tap a row for others
Torben Ostergaard · CEO Spinnaker
Sale $174,391
6,105 shares at $28.57 avg
Filed Feb 18, 2026 · traded Feb 17
Pre-arranged (10b5-1) · close on filing date $28.32
Richard McCathron · Chief Executive Officer
Chief Executive Officer
$1.6M soldTorben Ostergaard · CEO Spinnaker
CEO Spinnaker
$484.5K soldMichael Stienstra · GM & Chief Insurance, HHIP
GM & Chief Insurance, HHIP
$121.4K soldGuy Zeltser · Chief Financial Officer
Chief Financial Officer
$110.2K soldOpen-market trades
20 filings in the last 12 months| Insider | Role | Sold | Bought | Filings | Pre-arranged (10b5-1) | Last filed |
|---|---|---|---|---|---|---|
| Richard McCathron | Chief Executive Officer | $1.6M | — | 11 | 100% of sales | |
| Torben Ostergaard | CEO Spinnaker | $484.5K | — | 6 | 100% of sales | |
| Michael Stienstra | GM & Chief Insurance, HHIP | $121.4K | — | 1 | 100% of sales | |
| Guy Zeltser | Chief Financial Officer | $110.2K | — | 2 | 100% of sales |
| Filed | Insider | Type | Shares | Avg price | Value | Held after | Source |
|---|---|---|---|---|---|---|---|
traded | Torben Ostergaard CEO Spinnaker | SalePre-arranged (10b5-1) | 1,169 | $35.03 | $41.0K | 60,655 | |
traded | Richard McCathron Chief Executive Officer | SalePre-arranged (10b5-1) | 5,000 | $34.18 | $170.9K | 562,132 | |
traded | Richard McCathron Chief Executive Officer | SalePre-arranged (10b5-1) | 5,000 | $32.23 | $161.1K | 567,132 | |
traded | Torben Ostergaard CEO Spinnaker | SalePre-arranged (10b5-1) | 1,169 | $33.00 | $38.6K | 61,824 | |
traded | Richard McCathron Chief Executive Officer | SalePre-arranged (10b5-1) | 5,000 | $32.00 | $160.0K | 580,433 | |
traded | Guy Zeltser Chief Financial Officer | SalePre-arranged (10b5-1) | 1,669 | $30.98 | $51.7K | 120,563 | |
traded | Richard McCathron Chief Executive Officer | SalePre-arranged (10b5-1) | 5,000 | $28.53 | $142.7K | 585,433 | |
traded | Richard McCathron Chief Executive Officer | SalePre-arranged (10b5-1) | 5,000 | $25.00 | $125.0K | 590,433 | |
traded | Torben Ostergaard CEO Spinnaker | SalePre-arranged (10b5-1) | 3,667 | $26.10 | $95.7K | 65,673 | |
traded | Richard McCathron Chief Executive Officer | SalePre-arranged (10b5-1) | 5,000 | $27.10 | $135.5K | 604,212 | |
traded | Richard McCathron Chief Executive Officer | SalePre-arranged (10b5-1) | 5,000 | $26.05 | $130.3K | 610,650 | |
traded | Richard McCathron Chief Executive Officer | SalePre-arranged (10b5-1) | 5,000 | $25.86 | $129.3K | 615,650 | |
traded | Torben Ostergaard CEO Spinnaker | SalePre-arranged (10b5-1) | 600 | $30.44 | $18.3K | 46,094 | |
traded | Torben Ostergaard CEO Spinnaker | SalePre-arranged (10b5-1) | 6,105 | $28.57 | $174.4K | 46,694 | |
traded | Richard McCathron Chief Executive Officer | SalePre-arranged (10b5-1) | 5,000 | $29.14 | $145.7K | 442,704 | |
traded | Richard McCathron Chief Executive Officer | SalePre-arranged (10b5-1) | 5,000 | $31.52 | $157.6K | 447,704 | |
traded | Michael Stienstra GM & Chief Insurance, HHIP | SalePre-arranged (10b5-1) | 3,900 | $31.12 | $121.4K | 71,281 | |
traded | Richard McCathron Chief Executive Officer | SalePre-arranged (10b5-1) | 5,000 | $29.82 | $149.1K | 452,704 | |
traded | Torben Ostergaard CEO Spinnaker | SalePre-arranged (10b5-1) | 3,645 | $31.99 | $116.6K | 55,207 | |
traded | Guy Zeltser Chief Financial Officer | SalePre-arranged (10b5-1) | 1,819 | $32.16 | $58.5K | 68,960 |
GET /stocks/filings/vX/form-4?tickers=HIPO&filing_date.gte=2025-10-26&sort=filing_date.desc&limit=500{
"status": "OK",
"results": [
{
"tickers": [
"HIPO"
],
"issuer_cik": "0001828105",
"owner_cik": "0002013319",
"accession_number": "0002013319-26-000008",
"form_type": "4",
"filing_date": "2026-10-16",
"period_of_report": "2026-10-15",
"issuer_name": "Hippo Holdings Inc.",
"issuer_trading_symbol": "HIPO",
"owner_name": "Ostergaard Torben",
"is_director": false,
"is_officer": true,
"is_ten_percent_owner": false,
"is_other": false,
"officer_title": "CEO Spinnaker",
"security_type": "non_derivative",
"record_type": "transaction",
"security_title": "Common Stock",
"transaction_timeliness": "O",
"aff_10b5_one": true,
"transaction_date": "2026-10-15",
"transaction_code": "S",
"equity_swap_involved": false,
"transaction_shares": 1169,
"transaction_price_per_share": 35.0344,
"transaction_acquired_disposed": "D",
"shares_owned_following_transaction": 60655,
"transaction_value": 40955.213599999995,
"not_subject_to_section_16": false,
"direct_or_indirect": "D",
"footnotes": [
{
"id": "F1",
"description": "Sales were effected pursuant to a Rule 10b5-1 trading plan dated August 22, 2025"
},
{
"id": "F2",
"description": "This transaction was executed in multiple trades at prices ranging from $35.00 to $35.07. The price reported above reflects the weighted average sale price. The reporting person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected."
},
{
"id": "F3",
"description": "Includes 34,199 RSUs."
}
]
},
{
"tickers": [
"HIPO"
],
"issuer_cik": "0001828105",
"owner_cik": "0001294172",
"accession_number": "0001294172-26-000021",
"form_type": "4",
"filing_date": "2026-10-13",
"period_of_report": "2026-10-09",
"issuer_name": "Hippo Holdings Inc.",
"issuer_trading_symbol": "HIPO",
"owner_name": "McCathron Richard",
"is_director": true,
"is_officer": true,
"is_ten_percent_owner": false,
"is_other": false,
"officer_title": "Chief Executive Officer",
"security_type": "non_derivative",
"record_type": "transaction",
"security_title": "Common Stock",
"transaction_timeliness": "O",
"aff_10b5_one": true,
"transaction_date": "2026-10-09",
"transaction_code": "S",
"equity_swap_involved": false,
"transaction_shares": 5000,
"transaction_price_per_share": 34.18,
"transaction_acquired_disposed": "D",
"shares_owned_following_transaction": 562132,
"transaction_value": 170900,
"not_subject_to_section_16": false,
"direct_or_indirect": "D",
"footnotes": [
{
"id": "F1",
"description": "Sales were effected pursuant to a Rule 10b5-1 trading plan dated August 29, 2025."
},
{
"id": "F2",
"description": "Includes 276,190 RSUs."
}
]
}
]
}
// trimmed to 2 resultsThe response includes every Form 4 record; this page keeps open-market purchases and sales on common stock and removes duplicate joint-filer rows.
Other insider activity (not market trades) · 52 records
- Tax withholding21 records
- Grants and awards29 records
- Gifts1 record
- Employee stock purchase plan1 record
Reported on Form 4 but not purchases or sales in the market, so not counted in the totals above.
How to read this page
- Open-market purchase or sale
- A buy or sell of the company's stock at market price. Grants, option exercises, shares withheld for tax, gifts and employee stock plan purchases are listed separately and not counted.
- Pre-arranged (10b5-1)
- The insider marked the filing as made under a trading plan set up in advance (SEC Rule 10b5-1). The mark covers the whole filing, and an unmarked filing may still be under a plan.
- Filing date
- Insiders have two business days to report a trade. Totals and the chart use the filing date, when the trade became public.
Frequently asked questions
Has Hippo Holdings Inc.'s CEO sold stock?
Yes. Torben Ostergaard (CEO) sold 16,355 shares ($484.5K) between Nov 2025 and Oct 2026, all under a pre-arranged 10b5-1 plan. Richard McCathron (CEO) sold 55,000 shares ($1.6M) between Dec 2025 and Oct 2026, all under a pre-arranged 10b5-1 plan.
How current is HIPO’s insider data?
These are HIPO Form 4 filings from the last year, refreshed daily. The Massive Form 4 API has the full, continuously updated record.
What counts as an open-market buy or sell?
Only purchases and sales at the market price. Option exercises, grants, gifts, and shares withheld for taxes are reported on Form 4 but are left out of the buy and sell totals.
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This page joins two Massive endpoints: Form 4 filings and daily prices. Ask an agent to watch for new filings:
Using the Massive API (massive.com/docs/llms.txt), check Form 4 filings for HIPO every day with transaction_code=P and tell me when an insider files an open-market purchase, with their role, shares, price and the filing link.
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