Were Torben Ostergaard’s HIPO share sales made under a Rule 10b5-1 trading plan?

Yes. The 1,169-share sale at $33.00 on August 17, 2026 was effected pursuant to a Rule 10b5-1 trading plan dated August 22, 2025 , indicating the transaction was pre-arranged under that plan rather than timed discretionarily.

What was the nature of the 1,340-share transaction reported by HIPO’s insider?

The 1,340-share transaction on August 15, 2026 was coded “F,” meaning shares were delivered or withheld to pay an option exercise price or related tax liability , at a reference price of $32.8265 per share , rather than an open-market purchase or sale.

Hippo Holdings (HIPO) officer sells 1,169 shares, withholds 1,340

Q: What insider transactions did HIPO’s Torben Ostergaard report in this Form 4?

Torben Ostergaard reported a sale of 1,169 Hippo Holdings (HIPO) shares at $33.00 on August 17, 2026 and a disposition of 1,340 shares at $32.8265 on August 15, 2026 to pay exercise price or tax liability.

Q: What is the overall direction of insider activity for HIPO in this Form 4?

The Form 4 shows a net disposition of Hippo Holdings (HIPO) shares by Torben Ostergaard, with a 1,169-share open-market sale and a separate 1,340-share disposition used to satisfy option exercise price or tax obligations.

Filing Impact

(Neutral)

Filing Sentiment

(Negative)

Form Type

Rhea-AI Filing Summary

Hippo Holdings Inc. (HIPO) reported that Torben Ostergaard, an officer (CEO Spinnaker), disclosed two transactions in the company’s common stock. On August 17, 2026, he sold 1,169 shares at $33.00 per share pursuant to a Rule 10b5-1 trading plan dated August 22, 2025. On August 15, 2026, 1,340 shares were disposed of at $32.8265 per share as shares delivered or withheld for payment of exercise price or tax liability. The reporting person’s disclosed holdings include 34,199 RSUs.

Insider Trade Summary 10b5-1

Net Seller: 2,509 shares

Net Sell 2 txns

Insider Ostergaard Torben

Role CEO Spinnaker

Sold 1,169 shs ($39K)

Type	Security	Shares	Price	Value
Sale	Common Stock ^{F1, F2}	1,169	$33.00	$39K
Exercise Price or Tax Liability	Common Stock	1,340	$32.8265	$44K

Holdings After Transaction: Common Stock — 61,824 shares (Direct)

Footnotes (2)

F1. Sales were effected pursuant to a Rule 10b5-1 trading plan dated August 22, 2025
F2. Includes 34,199 RSUs.

Key Figures

Shares sold: 1,169 shares Sale price: $33.00 per share Shares delivered/withheld: 1,340 shares +2 more

5 metrics

Shares sold 1,169 shares Open-market or private sale of common stock on August 17, 2026

Sale price $33.00 per share Price for 1,169-share sale of common stock on August 17, 2026

Shares delivered/withheld 1,340 shares Code F disposition for exercise price or tax liability on August 15, 2026

Reference price for code F transaction $32.8265 per share Price associated with 1,340-share code F disposition on August 15, 2026

RSUs included in holdings 34,199 RSUs Restricted Stock Units included in the reporting person’s Hippo Holdings position

Key Terms

Rule 10b5-1 trading plan, Restricted Stock Units, Payment of exercise price or tax liability

3 terms

Rule 10b5-1 trading plan regulatory

"Sales were effected pursuant to a Rule 10b5-1 trading plan dated August 22, 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.

Restricted Stock Units financial

"Includes 34,199 RSUs."

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

Payment of exercise price or tax liability financial

"Payment of exercise price or tax liability by delivering or withholding securities"

FAQ

What insider transactions did HIPO’s Torben Ostergaard report in this Form 4?

Torben Ostergaard reported a sale of 1,169 Hippo Holdings (HIPO) shares at $33.00 on August 17, 2026 and a disposition of 1,340 shares at $32.8265 on August 15, 2026 to pay exercise price or tax liability.

How many RSUs are included in Torben Ostergaard’s reported HIPO holdings?

The reporting person’s holdings in Hippo Holdings Inc. include 34,199 Restricted Stock Units (RSUs). These RSUs represent rights to receive common shares upon vesting, supplementing his directly held common stock position reported in the Form 4 transactions.

What is the overall direction of insider activity for HIPO in this Form 4?

The Form 4 shows a net disposition of Hippo Holdings (HIPO) shares by Torben Ostergaard, with a 1,169-share open-market sale and a separate 1,340-share disposition used to satisfy option exercise price or tax obligations.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Form 4 Insider Transactions: What Each Field Means →

Available on EDGAR 08/18/2026 - 07:04 PM Accepted by SEC EDGAR 08/18/2026 - 07:03 PM

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^*

Ostergaard Torben

(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)

	Director	10% Owner
X	Officer (give title below)	Other (specify below)
	CEO Spinnaker

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
08/15/2026

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)
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	Code	V	Amount	(A) or (D)	Price		6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
Common Stock	08/15/2026		F		1,340	D	$32.8265	62,993	D
Common Stock	08/17/2026		S⁽¹⁾		1,169	D	$33	61,824⁽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)
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)	Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares	8. Price of Derivative Security (Instr. 5)		10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)

Explanation of Responses:

1. Sales were effected pursuant to a Rule 10b5-1 trading plan dated August 22, 2025

2. Includes 34,199 RSUs.

Remarks:

	/s /Guy Zeltser, Attorney-in-Fact for Torben Ostergaard	08/18/2026
	** 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)

Source: View Original Filing on SEC EDGAR