Hippo Holdings Inc. filings document formal disclosures for a NYSE-listed insurance technology company with common stock trading under HIPO. Recent Form 8-K reports furnish quarterly and annual operating results, investor presentations, supplemental financial information, and reconciliations of non-GAAP measures to GAAP measures.
The company’s proxy filings cover annual meeting materials, stockholder voting matters, board governance, and public-company disclosure requirements. Together, the filing record emphasizes Hippo’s insurance-platform performance, premium and underwriting metrics, capital and equity disclosures, and governance framework.
Hippo Holdings Inc. insider Richard McCathron filed a Rule 144 notice to sell 5,000 shares of common stock through Merrill Lynch on or about 02/09/2026 on the NYSE, with an aggregate market value of $145,700.
These shares come from restricted stock units acquired between 2020 and 2022. The notice also reports prior sales over the last three months: 5,000 common shares on 12/09/2025 for gross proceeds of $149,100 and 5,000 common shares on 01/09/2026 for gross proceeds of $157,600. Hippo had 25,335,179 common shares outstanding when this notice was prepared.
BlackRock, Inc. disclosed that it beneficially owns 1,268,932 shares of Hippo Holdings Inc. common stock, representing 5.00% of the class as of 12/31/2025. BlackRock reports sole voting power over 1,240,640 shares and sole dispositive power over the full 1,268,932 shares, with no shared voting or dispositive authority.
The filing is made on a Schedule 13G basis, indicating the position is held in the ordinary course of business and not for the purpose of changing or influencing control of Hippo Holdings. Various underlying clients and accounts have rights to dividends or sale proceeds, but no single client has more than five percent of Hippo’s outstanding common shares.
Hippo Holdings Inc. Chief Executive Officer and director Richard McCathron reported selling 5,000 shares of common stock on January 9, 2026 at $31.52 per share in an open-market transaction coded as a sale.
After this transaction, he beneficially owned 447,704 shares of Hippo common stock, including 181,675 restricted stock units (RSUs). The filing notes that the sale was carried out under a pre-established Rule 10b5-1 trading plan dated August 29, 2025, indicating the trades were scheduled in advance.
Hippo Holdings Inc. received a notice that an individual security holder plans to sell 5,000 shares of its common stock under Rule 144. The shares were originally acquired as 5,000 restricted stock units from Hippo Holdings Inc. on 12/24/2020. The planned sale is to be executed through Merrill Lynch on the NYSE around 01/09/2026, with an indicated aggregate market value of $157,600 and with 25,335,179 common shares outstanding. The form also reports that the same seller disposed of 5,000 common shares on 12/09/2025 for gross proceeds of $149,100 during the prior three months.
Hippo Holdings Inc. officer GM & Chief Insurance, HHIP, Michael Stienstra reported a sale of company stock. On December 22, 2025, he sold 3,900 shares of common stock at a weighted average price of $31.1194 per share, executed in multiple trades between $31.01 and $31.25. The sales were made under a pre-arranged Rule 10b5-1 trading plan dated September 21, 2025, which is designed to provide an affirmative defense for insider trading when properly used. After this transaction, Stienstra beneficially owned 71,281 shares, including 37,874 restricted stock units (RSUs), all reported as directly held.
An insider of the company with ticker HIPO has filed a notice to sell 3,900 shares of its common stock through broker Morgan Stanley Smith Barney LLC on the NYSE. The planned sale has an aggregate market value of $120,471.00, compared with 25,335,179 shares outstanding of the same class. The securities to be sold were acquired from the issuer as restricted stock units and performance stock units on 08/15/2025 and 09/10/2025, in amounts of 2,627 and 1,273 shares respectively, with payment noted as non-cash. The filer represents that they are not aware of any undisclosed material adverse information about the issuer’s current or prospective operations.
Hippo Holdings Inc. director reports charitable stock gift
A director of Hippo Holdings Inc. reported donating 4,935 shares of common stock on 12/18/2025 in a transaction coded as a gift at a price of $0.00 per share. After this donation, the director beneficially owns 16,563 shares of common stock directly, including 4,738 restricted stock units, and 50,000 shares indirectly through Janajasa Associates L.P. The filing reflects a personal charitable transfer rather than an open-market sale.
Hippo Holdings Inc. insider activity: Chief Executive Officer and director Richard McCathron reported selling 5,000 shares of Hippo common stock on 12/09/2025 at a price of $29.82 per share. The sale was carried out under a pre-arranged Rule 10b5-1 trading plan dated August 29, 2025, which is designed to allow insiders to sell shares according to a preset schedule. Following this transaction, McCathron beneficially owns 452,704 shares of Hippo common stock, which includes 181,675 restricted stock units (RSUs).
Hippo Holdings Inc. has a planned sale of restricted stock reported under Rule 144. The notice covers up to 5,000 shares of common stock to be sold through Merrill Lynch on the NYSE, with an aggregate market value of $149,100. These shares were acquired as restricted stock units from Hippo Holdings Inc. on 05/15/2023, in the same amount of 5,000 shares.
The filing states that 25,335,179 shares of the issuer’s common stock were outstanding, providing context on the size of the planned sale relative to the overall share base. The approximate sale date listed is 12/09/2025.
Hippo Holdings Inc. (HIPO) reported an insider stock sale by its officer serving as CEO of Spinnaker on a Form 4. On 11/21/2025, the reporting person sold 3,493 shares of common stock at a weighted average price of $31.9587, followed by a sale of 152 shares at a weighted average price of $32.6326. Both transactions were coded as open-market sales and were made under a Rule 10b5-1 trading plan dated August 22, 2025, which is designed to pre-schedule trades. After these transactions, the reporting person beneficially owned 55,207 shares of common stock, which includes 47,549 restricted stock units (RSUs), all reported as directly owned.