HIPO Form 144: Insider proposes sale of shares

HIPO notice reports proposed insider sales of Common Stock submitted on a Form 144.

Rhea-AI Filing Summary

HIPO notice reports proposed insider sales of Common Stock submitted on a Form 144. The filing lists 10b5-1 sales by Torben Ostergaard of 600 shares on 02/25/2026 and 6,105 shares on 02/17/2026, with corresponding proceeds of $18,266.10 and $174,391.16.

Insights

Compliance Analyst

Filed proposed insider sales under 10b5-1 plan.

The excerpt lists two 10b5-1 sale entries attributed to Torben Ostergaard: 6,105 shares on 02/17/2026 for $174,391.16 and 600 shares on 02/25/2026 for $18,266.10. The entries are transactional notices rather than company operational disclosures.

These items are routine reporting of planned dispositions; timing and residual holdings are not provided in the excerpt, so cash‑flow recipients and broader position context are not shown.

Key Figures

Shares sold: 6,105 shares Proceeds: $174,391.16 Shares sold: 600 shares +2 more

5 metrics

Shares sold 6,105 shares 10b5-1 sale on 02/17/2026

Proceeds $174,391.16 Proceeds from 6,105-share sale on 02/17/2026

Shares sold 600 shares 10b5-1 sale on 02/25/2026

Proceeds $18,266.10 Proceeds from 600-share sale on 02/25/2026

Restricted Stock Units reference 2714 Row showing 'Restricted Stock Units' with value 2714 and date 05/15/2025

Key Terms

10b5-1, Form 144, Restricted Stock Units

3 terms

10b5-1 regulatory

"10b5-1 Sales for TORBEN OSTERGAARD One Almaden Blvd."

A 10b5-1 plan is a pre-set schedule that lets company insiders buy or sell shares according to written instructions made when they do not possess material, nonpublic information. Think of it as a timed automatic payment for stock trades: it helps insiders avoid accusations of trading on secret information and gives outside investors a clearer signal about whether sales are routine or potentially informative about the company’s prospects.

Form 144 regulatory

"CONTENT TO ANALYZE: ... form_type: "144""

Form 144 is a document that investors must file with the government when they plan to sell a large number of shares of a company's stock. It helps ensure transparency so everyone knows how many shares are being sold and when, which can impact the stock's price.

Restricted Stock Units financial

"Common | 05/15/2025 | Restricted Stock Units | Issuer"

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.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What does the HIPO Form 144 show about insider sales?

The filing shows proposed sales reported on Form 144. It lists 6,105 shares sold on 02/17/2026 for $174,391.16 and 600 shares sold on 02/25/2026 for $18,266.10. These are 10b5-1 plan transactions.

Who executed the sales listed on the HIPO Form 144?

The excerpt attributes the 10b5-1 sales to Torben Ostergaard. The filing shows his address and two sale entries dated 02/17/2026 and 02/25/2026, with amounts and proceeds as listed in the notice.

Are the sales on Form 144 open-market or pre-arranged?

The entries are labeled as 10b5-1 Sales, indicating they were executed under a pre-arranged trading plan. The excerpt does not provide further plan terms, timing mechanics, or remaining holdings for the reporting person.

Does the Form 144 excerpt state who receives the proceeds?

The excerpt lists proceeds for each sale ($174,391.16 and $18,266.10) but does not specify to whom cash was paid. The filing does not state cash‑flow recipients in the provided text.

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

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Accepted by SEC EDGAR 05/15/2026 - 04:31 PM Learn about SEC filing dates

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0002013319
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	HIPPO HOLDINGS INC.
SEC File Number	001-39711
Address of Issuer	One Almaden Blvd., Suite 400 San Jose CALIFORNIA 95113
Phone	6502948463
Name of Person for Whose Account the Securities are To Be Sold	TORBEN OSTERGAARD
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Officer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza 8th Floor New York NY 10004	2714	72545.22	26035917	05/15/2026	NYSE

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	05/15/2025	Restricted Stock Units	Issuer			2714	05/15/2025	N/A

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
10b5-1 Sales for TORBEN OSTERGAARD One Almaden Blvd., Suite 400 San Jose CA 95113	Common	02/25/2026	600	18266.10
10b5-1 Sales for TORBEN OSTERGAARD One Almaden Blvd., Suite 400 San Jose CA 95113	Common	02/17/2026	6105	174391.16

144: Remarks and Signature

Remarks	The securities to be sold were acquired upon the vesting of restricted stock units during the period of 05/15/2025 through 02/15/2026.
Date of Notice	05/15/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	08/22/2025
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	/s/ Torben Ostergaard
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)