Anthony Ray Kappus

Companies

• UpworkChief operating officer Apr 21, 2026 to now¹
• RedfinGeneral counsel May 10, 2021 to now²

Holdings

Stock this person has reported owning, from the forms officers and directors file with the SEC. See the biggest insider stakes.

Shares held

• Upwork UPWK76,342 shares³$667.2K at $8.74Sep 18, 2026
• Redfin RDFN0 shares⁴Jul 1, 2025

As of each latest filing. The line shows shares held over time.

Recent filings

• Sep 18, 2026Sold 45,732 shares at $8.45 of Upwork³
• Sep 18, 2026Exercised options 114,860 shares of Upwork³
• Aug 18, 2026Sold 1,964 shares at $8.43 of Upwork⁵
• Aug 18, 2026Exercised options 5,115 shares of Upwork⁵
• Jul 18, 2026Sold 558 shares at $9.06 of Upwork⁶
• Jul 18, 2026Exercised options 1,412 shares of Upwork⁶
• May 18, 2026Sold 1,905 shares at $8.66 of Upwork⁷
• May 18, 2026Exercised options 5,114 shares of Upwork⁷
• Jul 1, 2025Returned to company 38,396 shares of Redfin⁴
• May 20, 2025Shares withheld for tax 145 shares at $10.26 of Redfin⁸
• May 20, 2025Shares withheld for tax 145 shares at $10.26 of Redfin⁹
• May 20, 2025Exercised options 592 shares of Redfin⁸
• May 20, 2025Exercised options 592 shares of Redfin⁹
• May 20, 2025Shares withheld for tax 1,601 shares at $10.26 of Redfin⁸
• May 20, 2025Shares withheld for tax 1,601 shares at $10.26 of Redfin⁹
• May 20, 2025Exercised options 6,572 shares of Redfin⁸
• May 20, 2025Exercised options 6,572 shares of Redfin⁹
• May 20, 2025Shares withheld for tax 2,334 shares at $10.26 of Redfin⁸
• May 20, 2025Shares withheld for tax 2,334 shares at $10.26 of Redfin⁹
• May 20, 2025Exercised options 9,585 shares of Redfin⁸
• May 20, 2025Exercised options 9,585 shares of Redfin⁹
• May 20, 2025Shares withheld for tax 966 shares at $10.26 of Redfin⁸
• May 20, 2025Shares withheld for tax 966 shares at $10.26 of Redfin⁹
• May 20, 2025Exercised options 3,966 shares of Redfin⁸
• May 20, 2025Exercised options 3,966 shares of Redfin⁹