Upwork Ownership & Insider Activity

Upwork (UPWK) institutional and insider ownership, recent insider transactions and ownership breakdown.

Insiders own 2.1% of shares outstanding. Institutional investors hold 63.6%. Over the past 90 days, insiders made 1 sale worth $617K.

Shares Outstanding

124.903M

Shares Float

81.605M

Insider Shares Owned

2.588M

Insider % Owned

2.1%

Institutional Shares Held

79.492M

Institutional % Held

63.6%

Ownership Breakdown

Net Insider Activity by Month

Purchases (90d)

Sales (90d)

$617K total

Net Activity

Net Selling

Net Value (90d)

-$617K

Upwork Insider Transactions (Last 6 Months)

Date	Insider	Title	Type	Shares	Price	Value
Sep 18, 2026	Sabrina Mekhalfa	CHIEF ACCOUNTING OFFICER	SELL-OPTIONS	2.279K	$8.45	$11K
Sep 18, 2026	Ray Anthony Kappus	GM & CHIEF OPERATING OFFICER	SELL-OPTIONS	69.128K	$8.45	$386K
Sep 18, 2026	Erica Gessert	CHIEF FINANCIAL OFFICER	SELL-OPTIONS	8.797K	$8.45	$79K
Sep 18, 2026	Hayden Brown	PRESIDENT & CEO	SELL-OPTIONS	22.517K	$8.45	$202K
Aug 18, 2026	Hayden Brown	PRESIDENT & CEO	SELL	26.419K	$8.43	$617K
Aug 18, 2026	Erica Gessert	CHIEF FINANCIAL OFFICER	SELL-OPTIONS	23.180K	$8.43	$192K
Aug 18, 2026	Ray Anthony Kappus	GM & CHIEF OPERATING OFFICER	SELL-OPTIONS	3.151K	$8.43	$17K
Jul 18, 2026	Ray Anthony Kappus	GM & CHIEF OPERATING OFFICER	SELL-OPTIONS	854.000	$9.06	$5K
Jun 18, 2026	Erica Gessert	CHIEF FINANCIAL OFFICER	SELL-OPTIONS	8.963K	$8.15	$75K
Jun 18, 2026	Sabrina Mekhalfa	CHIEF ACCOUNTING OFFICER	SELL-OPTIONS	2.301K	$8.15	$10K
Jun 18, 2026	Hayden Brown	PRESIDENT & CEO	SELL-OPTIONS	22.943K	$8.15	$191K
May 18, 2026	Ray Anthony Kappus	GM & CHIEF OPERATING OFFICER	SELL-OPTIONS	3.209K	$8.66	$17K
May 18, 2026	Erica Gessert	CHIEF FINANCIAL OFFICER	SELL-OPTIONS	23.862K	$8.66	$192K
May 18, 2026	Hayden Brown	PRESIDENT & CEO	SELL	25.724K	$8.60	$624K