[Form 4] Hippo Holdings Inc. Insider Trading Activity

Rhea-AI Filing Summary

Richard McCathron, who serves as Chief Executive Officer and a director of Hippo Holdings Inc. (HIPO), reported a sale of 1,358 shares of the company's common stock on 09/10/2025 at a price of $36.97 per share on a Form 4 filing. After the reported sale, his total beneficial ownership is 469,030 shares, which the filing states includes 209,014 restricted stock units (RSUs).

The filing is a routine Section 16 disclosure of an insider disposition and indicates the sale was executed through a reporting process. The report was submitted by an attorney-in-fact on behalf of Mr. McCathron and contains no additional comments about intent, planned future transactions, or derivative positions.

Positive

• Continued significant ownership: Retains 469,030 shares after the sale, indicating ongoing alignment with shareholders.
• Substantial RSU holdings: 209,014 RSUs are included in the beneficial ownership total, linking compensation to long-term equity.

Negative

• Insider disposition: CEO sold 1,358 shares, which may draw investor attention even if not material.
• Limited context provided: Filing does not state whether the sale was under a pre-arranged plan, leaving intent unclear.

Insights

Securities Analyst

TL;DR: A routine CEO share sale slightly reduces insider stake but leaves a substantial equity holding.

The disposition of 1,358 shares at $36.97 appears to be a routine Section 16 transaction rather than a material corporate event. Post-transaction beneficial ownership of 469,030 shares, including 209,014 RSUs, indicates continued significant alignment with shareholders. The filing contains no discussion of derivative instruments, planned sales, or hedging arrangements, limiting visibility into strategic intent. For investors, the transaction is notable as an insider sale but not necessarily indicative of a change in control or corporate direction based solely on this report.

Corporate Governance Expert

TL;DR: Insider sale disclosed properly; governance controls appear followed but context is limited.

The Form 4 discloses the sale and reports beneficial ownership, showing compliance with Section 16 reporting obligations. The involvement of an attorney-in-fact in filing suggests adherence to procedural requirements. The presence of 209,014 RSUs within the reported stake is governance-relevant because it signals ongoing compensation alignment. However, absence of commentary on whether the sale was part of a pre-approved plan or for personal liquidity means governance implications are neutral without further documentation.

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)
09/10/2025

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	09/10/2025		F		1,358	D	$36.97	469,030(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 209,014 RSUs.

Remarks:

	/s /Guy Zeltser, Attorney-in-Fact for Richard McCathron	09/11/2025
	** 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) insider Richard McCathron report on the Form 4?

The Form 4 reports that Richard McCathron sold 1,358 shares of Hippo common stock on 09/10/2025 at $36.97 per share.

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

After the reported sale, he beneficially owns 469,030 shares, which the filing indicates include 209,014 RSUs.

Does the Form 4 indicate the sale was part of a Rule 10b5-1 plan for HIPO insiders?

No. The filing does not state that the transaction was made pursuant to a Rule 10b5-1 plan or similar pre-arranged plan.

Was the Form 4 filed by Richard McCathron personally?

The filing was executed by an attorney-in-fact on behalf of Richard McCathron, as indicated in the signature block.

Does the Form 4 disclose any derivative holdings or option exercises for Mr. McCathron?

No. The filing includes only a non-derivative sale of common stock and reports RSUs within beneficial ownership; no derivatives are disclosed.