Upwork (NASDAQ: UPWK) insider sales include 11,575-share Form 144 filing

Rhea-AI Filing Summary

Upwork filed a Form 144 proposing the sale of 11,575 restricted shares to be sold on 03/18/2026.

Prior reported dispositions by David T. Bottoms include 15,649 shares on 02/19/2026 for $211,441.46, 17,013 shares on 02/18/2026 for $236,423.49, and 9,622 shares on 12/19/2025 for $198,807.84.

Insights

Securities Compliance Counsel

Form 144 discloses an issuer sale and recent insider dispositions.

Form 144 lists an offering of 11,575 restricted common shares with an intended sale date of 03/18/2026. The filing documents prior sales by David T. Bottoms totaling three transactions in 12/2025 and 02/2026.

Compliance focus: ensure Rule 144 holding periods and transfer restrictions were satisfied and that proceeds/cash‑flow treatment are documented in transfer records; timing and clearance depend on broker instructions and transfer agent certification.

Equity Capital Markets Analyst

Transaction scale is modest relative to typical issuer floats; sales are routine.

The filing shows an issuer-designated sale of 11,575 restricted shares and three recent dispositions by a named holder: 15,649, 17,013, and 9,622 shares with stated gross amounts in dollars. These are ordinary disclosure items under resale rules.

Market impact is likely limited; subsequent filings may show whether additional resale requests or broker-dealer allocations follow.

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

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

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

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	11575	142509.09	130380213	03/18/2026	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	03/18/2026	Restricted Stock	Issuer			11575	03/18/2026	Not Applicable

* 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
DAVID BOTTOMS 530 Lytton Avenue, Suite 301 Palo Alto CA 94301	Common	02/19/2026	15649	211441.46
DAVID BOTTOMS 530 Lytton Avenue, Suite 301 Palo Alto CA 94301	Common	02/18/2026	17013	236423.49
DAVID T. BOTTOMS 530 Lytton Avenue, Suite 301 Palo Alto CA 94301	Common	12/19/2025	9622	198807.84

144: Remarks and Signature

Remarks

Date of Notice

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

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)

FAQ

What does Upwork's Form 144 show about the planned sale?

The Form 144 lists a proposed sale of 11,575 restricted common shares with an intended sale date of 03/18/2026. The filing describes the security class as restricted stock and names the broker-dealer handling transfers.

Who sold shares recently according to the filing for UPWK?

The filing reports recent dispositions by David T. Bottoms: 9,622 shares on 12/19/2025, 17,013 shares on 02/18/2026, and 15,649 shares on 02/19/2026, with gross proceeds listed in dollars.

Are the dollar proceeds for recent sales disclosed in the Form 144?

Yes. The filing shows gross proceeds for the recent dispositions: $198,807.84, $236,423.49, and $211,441.46 tied to the respective sale dates in 12/2025 and 02/2026.

Does the Form 144 indicate who receives the sale proceeds?

The Form 144 identifies the selling holder and lists gross dollar amounts for each disposition. It does not reassign proceeds in the excerpt; the filing names the seller and the broker-dealer but does not specify alternate recipients.