[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 open-market sale of 10,759 shares of Hippo common stock on 08/15/2025 at a price of $30.91 per share. After the reported disposition, McCathron beneficially owned 475,388 shares, which the filing notes includes 212,464 RSUs. The Form 4 was signed by an attorney-in-fact on 08/18/2025. The filing discloses the transaction and the remaining stake but does not provide context such as whether the sale was pursuant to a pre-arranged trading plan or for personal reasons.

Positive

• Timely disclosure of insider transaction via Form 4, filed and signed by attorney-in-fact
• Substantial retained stake: reporting person beneficially owns 475,388 shares including 212,464 RSUs

Negative

• Insider disposition of 10,759 shares on 08/15/2025 at $30.91 per share
• No stated 10b5-1 plan or rationale is included in the filing, so the reason for the sale is not disclosed

Insights

Financial Analyst

TL;DR: Insider sale of 10,759 shares is disclosed; remaining stake of 475,388 shares includes substantial RSUs.

The reported sale on 08/15/2025 at $30.91 per share reduces the CEO's direct holdings but leaves a sizeable beneficial position of 475,388 shares including 212,464 RSUs. From a liquidity and signaling perspective, the Form 4 documents transparency around insider activity. The filing does not state a 10b5-1 plan or other pre-arrangement, so readers cannot determine whether the sale was routine diversification or opportunistic. No derivative transactions or additional disposals are reported.

Corporate Governance Expert

TL;DR: Timely Form 4 filing shows compliance; sale noted but governance implications depend on undisclosed context.

The Form 4 was filed by a single reporting person and signed by an attorney-in-fact, indicating proper procedural handling. The report lists the CEO also as a director and confirms both direct ownership and RSU holdings. Absent disclosure of a trading plan or the proportional size of the sale relative to total holdings, governance interpretation remains neutral: the company complied with Section 16 reporting but did not provide explanatory context in the filing itself.

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

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)
08/15/2025

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	08/15/2025		F		10,759	D	$30.91	475,388(1)	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. Includes 212,464 RSUs.

Remarks:

	/s /Guy Zeltser, Attorney-in-Fact for Richard McCathron	08/18/2025
	** 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 CEO Richard McCathron report on Form 4 (HIPO)?

The CEO reported a sale of 10,759 shares on 08/15/2025 at $30.91 per share and now beneficially owns 475,388 shares including 212,464 RSUs.

When was the Form 4 for HIPO filed and who signed it?

The Form 4 indicates the transaction date of 08/15/2025 and the filing was signed by an attorney-in-fact on 08/18/2025.

Does the Form 4 state if the sale was under a 10b5-1 trading plan?

No. The filing does not indicate that the transaction was made pursuant to a 10b5-1 plan or provide a rationale for the sale.

How many RSUs are included in Richard McCathron's beneficial ownership?

The filing explicitly states that the beneficial ownership of 475,388 shares includes 212,464 RSUs.

Was any derivative security reported in this Form 4 for HIPO?

No derivative securities were reported in Table II; only a non-derivative sale of common stock is recorded.