UPWK (NASDAQ) insider notice — 9,169 restricted shares proposed for sale

Rhea-AI Filing Summary

Morgan Stanley Smith Barney LLC Executive Financial Services filed a Form 144 reporting a proposed sale of 9,169 shares of Common (Restricted Stock) on 06/18/2026. The filing also lists a prior sale: Erica Gessert sold 22,162 shares on 05/18/2026 for $191,998.27. The securities are listed with NASDAQ as the exchange in the excerpt.

Insights

Securities Compliance Analyst

Form 144 notifies the market of a proposed sale of restricted common shares.

Form 144 is a broker/issuer notice typically filed when controlled or restricted securities are proposed for sale under Rule 144. The excerpt shows a proposed sale of 9,169 shares dated 06/18/2026 and a prior reported sale of 22,162 shares by Erica Gessert on 05/18/2026.

Timing and final execution are not stated in the excerpt; subsequent filings or broker confirmations would show completion. Cash‑flow treatment and any holding‑period or volume‑limit qualifiers are not provided in the excerpt.

Key Figures

Proposed shares to be sold: 9,169 shares Shares sold in prior 3 months: 22,162 shares Proceeds reported: $191,998.27 +1 more

4 metrics

Proposed shares to be sold 9,169 shares Proposed sale dated 06/18/2026 (Restricted Stock)

Shares sold in prior 3 months 22,162 shares Sale by Erica Gessert on 05/18/2026

Proceeds reported $191,998.27 Proceeds from Erica Gessert sale on 05/18/2026

Filing/exchange date 06/18/2026 Date associated with proposed sale entry in excerpt

Key Terms

Form 144, Restricted Stock, Issuer

3 terms

Form 144 regulatory

"144: Securities To Be Sold | Common | 06/18/2026 | Restricted Stock"

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 financial

"Securities To Be Sold | Common | 06/18/2026 | Restricted Stock"

Shares granted to an individual that carry limits on transfer or sale until certain conditions are met, such as staying with the company for a set time or hitting performance targets. Think of them as a locked gift that gradually opens; for investors they matter because they affect how many shares may enter the market later, signal management incentives and potential dilution, and reveal confidence in future company performance.

Issuer regulatory

"Securities To Be Sold | Common | 06/18/2026 | Restricted Stock | Issuer"

FAQ

What does UPWK's Form 144 disclose?

The Form 144 discloses a proposed sale of 9,169 shares of Common (Restricted Stock) dated 06/18/2026. It also lists a prior sale by Erica Gessert of 22,162 shares on 05/18/2026, with proceeds of $191,998.27.

Who is named as having sold shares in the Form 144 excerpt?

The excerpt names Erica Gessert, who sold 22,162 shares on 05/18/2026. The filing lists a proposed sale of 9,169 shares associated with Morgan Stanley Smith Barney LLC Executive Financial Services.

What security type is being reported in the Form 144?

The filing shows the security as Common (Restricted Stock). The proposed sale of 9,169 shares is labeled as Restricted Stock in the excerpt dated 06/18/2026 and notes NASDAQ as the exchange.

Does the excerpt show proceeds or sale price for the proposed 9,169 shares?

The excerpt does not show an explicit proceeds amount tied to the proposed 9,169 shares. It does show proceeds of $191,998.27 tied to the prior sale of 22,162 shares on 05/18/2026 by Erica Gessert.

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

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Available on EDGAR 06/18/2026 - 05:34 PM Accepted by SEC EDGAR 06/18/2026 - 05:34 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
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	9169	74733.77	123518137	06/18/2026	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	06/18/2026	Restricted Stock	Issuer			9169	06/18/2026	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
ERICA GESSERT 530 Lytton Avenue, Suite 301 Palo Alto CA 94301	Common	05/18/2026	22162	191998.27

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)