Upstart Holdings CLO, CFO, and Director sell shares on Aug. 20, 2025.

Upstart Holdings, Inc. [UPST] has disclosed that Chief Legal Officer Darling Scott has sold 6,713 shares at $61.12 per share on August 20, 2025, and has also sold 139 shares at $63.31 per share on the same day. Furthermore, Chief Financial Officer Datta Sanjay has sold 13,473 shares at $61.12 per share on August 20, 2025, and See Remarks Mirgorodskaya Natalia has sold 1,079 shares at $61.12 per share on August 20, 2025.

Upstart Holdings, Inc. [UPST] has disclosed significant insider sales of its common stock to cover tax obligations related to the vesting of restricted stock units (RSUs). Chief Legal Officer Scott Darling sold 6,713 shares at $61.12 per share and an additional 139 shares at $63.31 per share on August 20, 2025. Chief Financial Officer Sanjay Datta sold 13,473 shares at $61.12 per share on the same date. Additionally, Natalia Mirgorodskaya, listed as "See Remarks," sold 1,079 shares at $61.12 per share on August 20, 2025 [2].

These transactions were reported in SEC Form 4 filings, indicating that the sales were made to cover tax withholding obligations arising from the vesting of RSUs. Following these sales, Scott Darling directly owns 130,300 shares of Upstart Holdings, while Sanjay Datta retains 297,904 shares, including RSUs and additional shares acquired under the 2020 Employee Stock Purchase Plan [2].

The median price target for UPST as of recent analyst reports stands at $71.0, with a range of $47.0 to $90.0 [1]. Despite these insider sales, the company continues to receive positive analyst ratings, with JP Morgan and Piper Sandler issuing "Overweight" ratings and Needham issuing a "Buy" rating [1].

While these sales indicate routine tax obligations, they also highlight the significant equity exposure retained by key executives. The transactions are coded as S(1) in SEC filings, consistent with sales to cover taxes. The filings provide transparency with detailed per-transaction pricing, supporting alignment with shareholders rather than a complete exit.

References:
[1] https://www.quiverquant.com/news/New+Analyst+Forecast%3A+%24UPST+Given+%27Overweight%27+Rating
[2] https://www.tradingview.com/news/tradingview:b3000d9d4356b:0-upstart-holdings-executives-sell-shares-to-cover-tax-obligations/