Hippo (HIPO) CEO sells 5,000 shares, retains 590,433-share stake

Rhea-AI Filing Summary

Hippo Holdings Inc. Chief Executive Officer Richard McCathron sold 5,000 shares of common stock at $25.00 per share in an open-market transaction. The sale was made pursuant to a pre-arranged Rule 10b5-1 trading plan dated August 29, 2025. Following this sale, he directly holds 590,433 shares, which include 296,227 restricted stock units (RSUs).

Insider Trade Summary 10b5-1

Net Seller: 5,000 shares ($125,000)

Net Sell 1 txn

Insider McCathron Richard

Role Chief Executive Officer

Sold 5,000 shs ($125K)

Type	Security	Shares	Price	Value
Sale	Common Stock	5,000	$25.00	$125K

Holdings After Transaction: Common Stock — 590,433 shares (Direct, null)

Footnotes (1)

1. Sales were effected pursuant to a Rule 10b5-1 trading plan dated August 29, 2025. Includes 296,227 RSUs.

Key Figures

Shares sold: 5,000 shares Sale price: $25.00 per share Shares held after sale: 590,433 shares +1 more

4 metrics

Shares sold 5,000 shares Open-market sale of common stock

Sale price $25.00 per share Price for the 5,000-share sale

Shares held after sale 590,433 shares Direct holdings following the transaction

RSUs included in holdings 296,227 RSUs Restricted stock units included in post-transaction total

Key Terms

Rule 10b5-1 trading plan, RSUs, open-market sale

3 terms

Rule 10b5-1 trading plan regulatory

"Sales were effected pursuant to a Rule 10b5-1 trading plan dated August 29, 2025."

A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.

RSUs financial

"Includes 296,227 RSUs."

RSUs, or restricted stock units, are a form of company shares given to employees as part of their compensation. They are typically awarded with certain restrictions, such as a waiting period before they can be fully owned or sold, similar to earning a gift that becomes fully yours over time. For investors, RSUs can impact a company's stock offerings and reflect how much the company relies on stock-based incentives to attract and retain talent.

open-market sale financial

"transaction_action": "open-market sale""

An open-market sale is when a shareholder sells existing shares directly on a public exchange to any willing buyer, rather than through a private deal. Think of it like putting goods on a busy market stall where price is set by supply and demand; for investors it matters because such sales increase available supply, can put short-term downward pressure on the stock price, and signal changes in liquidity or investor confidence.

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Form 4 Insider Transactions: What Each Field Means →

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 CALIFORNIA 95113

(City) (State) (Zip)

UNITED STATES

(Country)

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

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
06/09/2026

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

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

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

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	06/09/2026		S(1)		5,000	D	$25	590,433(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 dated August 29, 2025.

2. Includes 296,227 RSUs.

Remarks:

	/s /Guy Zeltser, Attorney-in-Fact for Richard McCathron	06/11/2026
	** 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.
* Form 4: SEC 1474 (03-26)

FAQ

What insider transaction did Hippo Holdings (HIPO) report for its CEO?

Hippo Holdings reported that CEO Richard McCathron sold 5,000 common shares at $25.00 each. The open-market sale was executed under a pre-arranged Rule 10b5-1 trading plan and left him with 590,433 shares, including 296,227 RSUs.

How many Hippo Holdings (HIPO) shares does the CEO hold after this sale?

After the transaction, CEO Richard McCathron holds 590,433 Hippo Holdings shares directly. This figure includes 296,227 restricted stock units (RSUs), which typically vest over time, providing ongoing equity-based compensation exposure alongside his regular share ownership.

At what price did Hippo Holdings (HIPO) CEO sell his shares?

CEO Richard McCathron sold 5,000 Hippo Holdings common shares at an average price of $25.00 per share. The transaction was reported as an open-market sale conducted pursuant to a Rule 10b5-1 trading plan established in August 2025.

Was the Hippo Holdings (HIPO) CEO sale made under a Rule 10b5-1 plan?

Yes. The filing states the CEO’s 5,000-share sale was effected under a Rule 10b5-1 trading plan dated August 29, 2025. Such plans pre-schedule trades, aiming to separate routine portfolio management from short-term market timing concerns.

What portion of Hippo Holdings (HIPO) CEO holdings are RSUs?

Out of the CEO’s 590,433 reported shares following the sale, 296,227 are restricted stock units (RSUs). RSUs generally represent shares that vest over time, tying a significant part of his reported stake to continued service and future vesting conditions.