Scott Darling plans $216K sale of Upstart stock

Upstart Holdings, Inc. (UPST) had an officer, Scott Darling, file a Notice of Proposed Sale of Securities under Rule 144.

Rhea-AI Filing Summary

Upstart Holdings, Inc. (UPST) had an officer, Scott Darling, file a Notice of Proposed Sale of Securities under Rule 144. The notice covers a proposed sale of 7,696 shares of UPST common stock held at Charles Schwab & Co., Inc., with an aggregate market value listed as $216,216.00 and an expiration date of 08/20/2026.

The shares relate to equity compensation, with remarks stating that shares were sold to cover tax obligations from the settlement of vested Restricted Stock Units. During the prior three months, Darling reported additional sales of 6,634 shares valued at $190,912.00 on 05/20/2026 and 814 shares valued at $23,898.00 on 08/17/2026.

Key Figures

Proposed shares to be sold: 7,696 shares Aggregate market value of proposed sale: $216,216.00 Shares sold on 05/20/2026: 6,634 shares +4 more

7 metrics

Proposed shares to be sold 7,696 shares Common stock covered by current Rule 144 notice

Aggregate market value of proposed sale $216,216.00 Value associated with 7,696 shares in current notice

Shares sold on 05/20/2026 6,634 shares Prior 3-month sale of UPST common stock

Value of shares sold on 05/20/2026 $190,912.00 Aggregate value for 6,634 shares

Shares sold on 08/17/2026 814 shares Additional prior 3-month sale of UPST common stock

Value of shares sold on 08/17/2026 $23,898.00 Aggregate value for 814 shares

Notice expiration date 08/20/2026 Expiration date listed for the proposed Rule 144 sale

Key Terms

Rule 144, Restricted Stock Units, Equity Compensation

3 terms

Rule 144 regulatory

"See the definition of "person" in paragraph (a) of Rule 144."

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

Restricted Stock Units financial

"Shares sold to cover tax obligation from settlement of vested Restricted Stock Units."

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.

Equity Compensation financial

"7696 | 08/20/2026 | Equity Compensation"

Equity compensation is pay given to employees, executives or contractors in the form of company ownership—such as stock, stock options or restricted shares—rather than just cash. It matters to investors because it can align workers' incentives with shareholders (like paying someone in slices of the same pie they help grow), but it also increases the number of shares outstanding and company expenses, affecting ownership percentages and earnings per share.

FAQ

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

What does the Form 144 filing disclose about UPST insider Scott Darling?

The filing discloses that officer Scott Darling has filed a notice of intent under Rule 144 to sell 7,696 shares of Upstart Holdings, Inc. (UPST) common stock, with an indicated aggregate market value of $216,216.00, related to equity compensation.

How many UPST shares are covered by the new proposed Rule 144 sale?

The new proposed sale covers 7,696 shares of Upstart Holdings, Inc. (UPST) common stock, with an aggregate market value listed as $216,216.00 and an expiration date for the notice of 08/20/2026.

What prior UPST share sales by Scott Darling are reported in this Form 144?

Over the past three months, the filing reports sales of 6,634 shares of UPST common stock valued at $190,912.00 on 05/20/2026 and 814 shares valued at $23,898.00 on 08/17/2026.

Why were UPST shares sold according to the remarks in the Form 144?

The remarks state that the UPST shares were sold to cover tax obligation arising from the settlement of vested Restricted Stock Units, indicating the sales are connected to equity compensation rather than open-market investment activity alone.

Which broker is involved in the proposed UPST share sale under Form 144?

The proposed sale of 7,696 shares of Upstart Holdings, Inc. (UPST) common stock is listed through Charles Schwab & Co., Inc., located in Westlake, Texas, as the broker handling the transaction.

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

See more from StockTitan in Google Search and AI answers. Adds StockTitan as a preferred source · opens Google

Add on Google Not now

Available on EDGAR 08/20/2026 - 04:07 PM Accepted by SEC EDGAR 08/20/2026 - 04:07 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	0001558259
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	Upstart Holdings, Inc.
SEC File Number	001-39797
Address of Issuer	220 PARK ROAD SUITE 500 BURLINGAME CALIFORNIA 94010
Phone	(650) 204-1000
Name of Person for Whose Account the Securities are To Be Sold	Darling Scott
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	Charles Schwab & Co., Inc. 3000 Schwab Way Westlake TX 76262	7696	216216.00	97313046	08/20/2026	NASDAQ

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	08/20/2026	Restricted Stock Lapse - See Remarks	Upstart Holdings, Inc.			7696	08/20/2026	Equity Compensation

* 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
SCOTT DARLING 220 Park Road, Suite 500 Burlingame CA 94010	Upstart Holdings, Inc	05/20/2026	6634	190912.00
SCOTT DARLING 220 Park Road, Suite 500 Burlingame CA 94010	Upstart Holdings, Inc	08/17/2026	814	23898.00

144: Remarks and Signature

Remarks	Shares sold to cover tax obligation from settlement of vested Restricted Stock Units.
Date of Notice	08/20/2026
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	SCOTT DARLING
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)