Toast CRO Jonathan Vassil sells $484k in stock

Jonathan Vassil, Chief Revenue Officer at Toast, Inc. (NASDAQ:TOST), sold 14,280 shares of the company’s Class A Common Stock for a total of $484,056 on September 2, 2026. The sales were made in two transactions: 5,100 shares at prices between $32.945 and $33.940 per share, and 9,180 shares at prices between $33.95 and $34.26 per share.

These transactions were executed under a Rule 10b5-1 trading plan approved on March 13, 2026. Toast shares were trading at $33.95 at the time, up 15% over the past six months despite a 17% decline over the previous year. Analysts view the stock as potentially undervalued, with 9 analysts revising earnings estimates upward and net income expected to grow this year according to InvestingPro.

Prior to the sales, Vassil exercised options to purchase 14,280 shares at an exercise price of $2.21 per share, totaling $31,558. These options were fully vested and could be exercised. After the transactions, he directly owned 69,966 shares and indirectly held 84,269 shares through a Grantor Retained Annuity Trust. He also retained 285,871 stock options.

Toast Inc. recently reported strong second-quarter results, leading to positive analyst reactions. Analysts increased their price targets for the stock, with DA Davidson and Truist Securities raising their targets to $34 and $39, respectively. BNP Paribas Exane, however, downgraded the stock to Neutral, citing competition concerns.

Toast also announced an expanded integration with Google, introducing an AI-powered ordering feature via Google Maps. This demonstrates Toast’s ongoing commitment to leveraging AI in its services.