Upstart Holdings, INC Form 4 insider transactions

Sanjay Datta, President of Capital & Enterprise at Upstart Holdings, Inc., reported a sale of 15,000 common shares.

Upstart Holdings, Inc. Director Timothy H. Wennes acquired 6,476 restricted stock units (RSUs) on May 29, 2026, with full vesting expected on May 28, 2027.

Upstart Holdings, Inc. Director Terry Hilliard C. III acquired 6,476 shares of common stock through restricted stock units.

Upstart Holdings Director Mary Hentges acquired 6,476 shares of common stock through restricted stock units.

Upstart Holdings, Inc. director Bernard Peter J acquired 6,476 restricted stock units (RSUs) on May 29, 2026, with vesting contingent on continued service.

Upstart Holdings Director Kerry Whorton Cooper acquired 6,476 shares of common stock through restricted stock units.

Upstart Holdings Director Ciaran O'Kelly acquired 6,476 shares of common stock through restricted stock units.

Natalia Mirgorodskaya, an officer at Upstart Holdings, Inc., reported a sale of common stock.

Upstart Holdings Chief Legal Officer Scott Darling sold 6,634 shares of common stock to satisfy tax obligations related to RSU vesting.

Upstart Holdings President Sanjay Datta sold 7,985 shares of common stock to satisfy tax withholding obligations related to RSU vesting.

Upstart Holdings Chief Accounting Officer Natalia Mirgorodskaya sold 526 shares of common stock to cover tax obligations.

Upstart Holdings Chief Accounting Officer Natalia Mirgorodskaya exercised 4,600 stock options on May 15, 2026.

Upstart Holdings CFO Andrea Blankmeyer sold 7,044 shares of common stock to satisfy tax withholding obligations related to RSU vesting.

Upstart Holdings Chief Legal Officer Scott Darling sold 727 shares of common stock to cover tax obligations related to RSU vesting.

Upstart Holdings President Sanjay Datta sold 1,817 shares of common stock to satisfy tax withholding obligations related to RSU vesting.

Upstart Holdings, Inc. CEO Paul Gu reported the acquisition of 50,000 shares of common stock on May 13, 2026, at a price of $27.50 per share.

Upstart Holdings Director and 10% Owner Dave Girouard exercised stock options and adjusted his indirect beneficial ownership of common stock.

Upstart Holdings Director and 10% Owner Dave Girouard acquired 170,240 shares of common stock on May 7, 2026, signaling increased insider confidence.

Upstart Holdings, Inc. Chief Financial Officer Andrea Blankmeyer reported transactions involving restricted stock units and performance-based restricted stock units on March 31, 2026.

Upstart Holdings' Chief Accounting Officer, Natalia Mirgorodskaya, sold 866 shares of common stock for $28.79 per share under a pre-arranged 10b5-1 trading plan.

Upstart Holdings CFO Sanjay Datta sold 7,982 shares of common stock to cover tax withholding obligations related to RSU vesting.

Upstart Holdings' Chief Accounting Officer, Natalia Mirgorodskaya, sold 633 shares of common stock to cover tax withholding obligations related to restricted stock unit vesting.

Upstart Holdings' Chief Legal Officer, Scott Darling, reported sales of common stock primarily to cover tax obligations and transfers to a family trust.

Upstart Holdings' Chief Legal Officer, Scott Darling, exercised employee stock options, acquiring 7,564 shares and increasing his beneficial ownership.

Upstart Holdings, Inc. Director Ciaran O'Kelly acquired 1,168 shares of common stock through a restricted stock unit grant in lieu of cash compensation.

Upstart Holdings, Inc. Director Peter J. Bernard received 834 shares of common stock as fully vested restricted stock units in lieu of a cash retainer for board service.

Upstart Holdings, Inc. Director Kerry Whorton Cooper acquired 1,459 shares of common stock through a restricted stock unit grant on January 12, 2026.

Upstart Holdings' Chief Legal Officer, Scott Darling, exercised stock options and sold 1,000 shares of common stock for $50 per share, as part of a pre-arranged 10b5-1 trading plan.

Upstart Holdings Director Kerry Whorton Cooper sold 1,500 shares of common stock for $50 each, totaling $75,000, under a pre-arranged 10b5-1 trading plan.

Upstart Holdings' Chief Legal Officer, Scott Darling, exercised stock options and subsequently sold a portion of his shares, including a transfer to a family trust, all under a pre-arranged trading plan.