Hippo Holdings officer proposes $176K share sale

The listed Rule 10b5-1 plan-adoption or instruction date is August 29, 2025.

Available on EDGAR 11/09/2026 - 05:17 PM EST Accepted by SEC EDGAR 11/09/2026 - 05:16 PM EST Learn about SEC filing dates

Rhea-AI Filing Summary

Hippo Holdings Inc. officer Richard McCathron reported a proposed sale of 5,000 common shares, with an approximate sale date of November 9, 2026 and an aggregate market value of $176,250. He also reported sales of 5,000 common shares on August 10, September 9 and October 9, 2026, with gross proceeds of $160,000, $161,150 and $170,900, respectively.

Key Figures

Proposed sale: 5,000 common shares Aggregate Market Value: $176,250 Prior sale gross proceeds: $160,000; 5,000 common shares +2 more

5 metrics

Proposed sale 5,000 common shares Approximate sale date: November 9, 2026

Aggregate Market Value $176,250 Proposed sale of 5,000 common shares

Prior sale gross proceeds $160,000; 5,000 common shares August 10, 2026

Prior sale gross proceeds $161,150; 5,000 common shares September 9, 2026

Prior sale gross proceeds $170,900; 5,000 common shares October 9, 2026

Key Terms

Rule 10b5-1, Restricted Stock Units, Aggregate Market Value

3 terms

Rule 10b5-1 regulatory

"Rule 10b5-1"

Rule 10b5-1 is a regulation that allows company insiders to buy or sell their shares at predetermined times, even if they have access to non-public information. It acts like setting a schedule in advance for transactions, helping prevent accusations of unfair trading. This rule provides a way for insiders to plan trades transparently, giving investors confidence that these transactions are not based on hidden information.

Restricted Stock Units financial

"Restricted Stock Units"

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

Aggregate Market Value financial

"Aggregate Market Value"

Aggregate market value is the combined price you would pay to buy all outstanding shares of a company or all companies in a group at current market prices — essentially the sum of each stock’s market capitalization. It matters to investors because it shows the overall size and weight of an investment or sector (like the total cost to buy every piece of a puzzle), helps compare scale across companies or markets, and influences index composition and risk exposure.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

How many HIPO shares is Richard McCathron proposing to sell?

Richard McCathron reported a proposed sale of 5,000 HIPO common shares, with an approximate sale date of November 9, 2026 and an aggregate market value of $176,250. The reported Rule 10b5-1 plan-adoption or instruction date is August 29, 2025.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0001294172
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	Hippo Holdings Inc.
SEC File Number	001-39711
Address of Issuer	1 Almaden Blvd. Ste 400 San Jose CALIFORNIA 95113
Phone	650-294-8463
Name of Person for Whose Account the Securities are To Be Sold	Richard McCathron
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Officer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Merrill Lynch 555 California St. Floor 18 San Francisco CA 94104	5000	176250	26621710	11/09/2026	NYSE

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	01/14/2021	Restricted Stock Units	Hippo Holdings Inc.			5000	01/14/2021	N/A

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
Richard McCathron 1 Almaden Blvd. Ste. 400 San Jose CA 95113	Common	08/10/2026	5000	160000
Richard McCathron 1 Almaden Blvd. Ste. 400 San Jose CA 95113	Common	09/09/2026	5000	161150
Richard McCathron 1 Almaden Blvd. Ste. 400 San Jose CA 95113	Common	10/09/2026	5000	170900

144: Remarks and Signature

Remarks
Date of Notice	11/09/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	08/29/2025
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	Richard McCathron
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)