[Form 4] Hippo Holdings Inc. Insider Trading Activity

Rhea-AI Filing Summary

Richard McCathron, Chief Executive Officer and director of Hippo Holdings Inc. (HIPO), reported an insider sale. On 08/22/2025 he disposed of 2,275 shares of Hippo common stock at a price of $34.0004 per share. After the transaction he beneficially owned 473,113 shares in total, which includes 212,464 restricted stock units (RSUs). The filing states the sales were effected pursuant to a Rule 10b5-1 trading plan adopted on December 3, 2024, indicating pre-established instructions governed the trades. The Form 4 was signed on behalf of Mr. McCathron by an attorney-in-fact on 08/26/2025.

Positive

• Sale was executed under a Rule 10b5-1 plan, indicating pre-authorized, routine trading rather than opportunistic timing
• Reporting person retains 473,113 shares including 212,464 RSUs, maintaining meaningful insider ownership

Negative

• Beneficial ownership decreased by 2,275 shares as a result of the reported sale

Insights

Corporate Governance Expert

TL;DR: Routine 10b5-1 sale by CEO; governance process followed, limited immediate governance concern.

The reported sale of 2,275 shares was executed under a disclosed Rule 10b5-1 plan, which generally reduces concerns about opportunistic insider timing since trades follow a pre-authorized schedule. Beneficial ownership after the sale remains 473,113 shares including 212,464 RSUs, preserving substantial alignment with shareholders. No other governance issues or departures are disclosed in this filing.

Securities Analyst

TL;DR: Small, pre-planned insider sale; negligible immediate impact on valuation or control.

The disposition of 2,275 shares at $34.0004 represents a small fraction of the reporting persons total holdings (~0.48%). Because the transaction was executed under a 10b5-1 plan adopted 12/03/2024, it signals a pre-arranged liquidity event rather than a reactive trade. No other derivative or material transactions are reported that would affect share count or dilution beyond the noted RSUs.

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

X

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

McCathron Richard

(Last) (First) (Middle)

C/O HIPPO HOLDINGS INC. 1 ALMADEN BLVD

SUITE 400

(Street)

SAN JOSE CA 95113

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
Hippo Holdings Inc. [ HIPO ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

X	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	Chief Executive Officer

3. Date of Earliest Transaction (Month/Day/Year)
08/22/2025

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common Stock	08/22/2025		S(1)		2,275	D	$34.0004	473,113(2)	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. Sales were effected pursuant to a Rule 10b5-1 trading plan adopted on December 3, 2024.

2. Includes 212,464 RSUs.

Remarks:

	/s /Guy Zeltser, Attorney-in-Fact for Richard McCathron	08/26/2025
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

FAQ

What did Hippo Holdings (HIPO) CEO Richard McCathron report on Form 4?

He reported a sale of 2,275 shares of Hippo common stock executed on 08/22/2025 at a price of $34.0004 per share.

Was the sale executed under a trading plan for HIPO insider?

Yes. The filing states the sales were effected pursuant to a Rule 10b5-1 trading plan adopted on 12/03/2024.

How many Hippo shares does Richard McCathron beneficially own after the transaction?

The Form 4 reports he beneficially owns 473,113 shares following the reported transaction, which includes 212,464 RSUs.

Who signed the Form 4 for Richard McCathron and when?

The form was signed by Guy Zeltser, Attorney-in-Fact for Richard McCathron on 08/26/2025.