[Form 4] Hippo Holdings Inc. Insider Trading Activity

Rhea-AI Filing Summary

Insider sale by Hippo Holdings CEO and Director. Richard McCathron reported a sale of 2,725 shares of Hippo Holdings Inc. (HIPO) on 09/08/2025 under a Rule 10b5-1 trading plan adopted December 3, 2024. The weighted average sale price was $34.1172, reflecting execution at prices between $34.00 and $34.26. After the sale, the reporting person beneficially owned 470,388 shares, which include 212,464 RSUs. The Form 4 was executed on 09/10/2025 by an attorney-in-fact and discloses the reporting person’s undertaking to provide detailed trade-by-trade pricing upon request.

Positive

• Sale executed under a Rule 10b5-1 trading plan, indicating pre-authorized and compliant insider trading
• Timely disclosure with a signed Form 4 filed and availability of per-trade pricing upon request
• Clear ownership disclosure including that 212,464 of the 470,388 shares are RSUs

Negative

• None.

Insights

Financial Analyst

TL;DR: Routine 10b5-1 sale; small percentage of holdings was sold.

The filing documents a planned, pre-authorized sale of 2,725 common shares at a weighted average price of $34.1172 under a Rule 10b5-1 plan. The sale represents approximately 0.58% of the reporting person’s post-transaction beneficial holdings (2,725 of 470,388 shares). The disclosure that trades executed between $34.00 and $34.26 and that the filer will provide per-trade details on request supports transparency. From a financial perspective, this appears to be a routine liquidity event rather than a signal of extraordinary company-specific news.

Corporate Governance Expert

TL;DR: Proper use of a 10b5-1 plan and timely Form 4 filing; governance processes followed.

The Form 4 indicates the sale was effected pursuant to a 10b5-1 trading plan adopted December 3, 2024, and the report was filed promptly. The signature is by an attorney-in-fact, which is documented on the form. The filing also discloses RSUs included in beneficial ownership, enhancing clarity on the composition of holdings. These elements are consistent with standard insider trading compliance and disclosure practices.

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).

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)
09/08/2025

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	09/08/2025		S(1)		2,725	D	$34.1172(2)	470,388(3)	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 December 3, 2024.

2. This transaction was executed in multiple trades at prices ranging from $34.00 to $34.26. The price reported above reflects the weighted average sale price. The reporting person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.

3. Includes 212,464 RSUs.

Remarks:

	/s /Guy Zeltser, Attorney-in-Fact for Richard McCathron	09/10/2025
	** 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 Richard McCathron sell and when?

He sold 2,725 shares of Hippo Holdings Inc. (HIPO) on 09/08/2025.

At what price were the HIPO shares sold?

The weighted average sale price was $34.1172, with individual trades executed between $34.00 and $34.26.

Was the sale part of a pre-approved trading plan?

Yes. The sale was effected pursuant to a Rule 10b5-1 trading plan adopted on December 3, 2024.

How many HIPO shares does McCathron beneficially own after the sale?

He beneficially owns 470,388 shares following the reported transaction, which include 212,464 RSUs.

Who signed the Form 4 filing?

The Form 4 was signed by Guy Zeltser, Attorney-in-Fact for Richard McCathron on 09/10/2025.