Massivemarkets

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

HIPO daily closelast $38.48

Richard McCathron · Chief Executive Officer

$1.6M sold

Torben Ostergaard · CEO Spinnaker

$484.5K sold

Michael Stienstra · GM & Chief Insurance, HHIP

$121.4K sold

Guy Zeltser · Chief Financial Officer

$110.2K sold
One row per insider; marks sit at the SEC filing date, sized by dollar value.

Open-market trades

20 filings in the last 12 months
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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Track HIPO insider trades with your agent

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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