President Sanjay Datta Sells $3.2M in Upstart Stock Near 52-Week Low
UPST is trading near its 52-week low of $23.965 (5.0% above the low).
Summary
Upstart President Sanjay Datta sold $3.17 million of stock on September 8, 2026, near the 52-week low, while exercising 300,000 options at $1.35. The sale is materially larger than his prior $566K sale three weeks earlier.
Key Events · Ownership and Investor Activity · UPST
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President Sells $3.17M in Open Market
Sanjay Datta sold 116,000 shares at a weighted average price of $27.29 on September 8, 2026, for total proceeds of $3,166,197.
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Option Exercise at $1.35 Strike
Datta exercised 300,000 employee stock options at $1.35 per share, acquiring shares worth approximately $8.2 million at the sale price, with options expiring December 28, 2026.
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Largest Insider Sale in 90 Days
The $3.17 million sale is the largest open-market disposition by any Upstart insider in the last 90 days, exceeding the prior $566K sale by Datta on August 21, 2026.
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Sale Near 52-Week Low
The sale occurred with the stock trading near its 52-week low of $23.97, suggesting the executive monetized option gains despite depressed share prices.
Analysis · UPST · Finance
Upstart President Sanjay Datta sold 116,000 shares for $3.17 million on September 8, 2026, at a weighted average price of $27.29. The sale came just three weeks after a smaller $566K sale on August 21, and the stock is trading near its 52-week low of $23.97. Datta also exercised 300,000 employee stock options at a $1.35 strike price, acquiring shares worth roughly $8.2 million at the sale price — meaning he monetized a large portion of his option gains while the stock remains depressed. The combined $3.17 million open-market sale is the largest insider disposition in the last 90 days and represents a meaningful distribution signal from a key executive.
How filings like this one have moved
In the 30 days to Sep 10, 2026, 30% of the 1963 measured filings Wiseek scored 7 moved their stock by 5% or more by the next session's close. The median move was -0.14%. These are measured outcomes after filings of this importance, not a forecast for this one.
Measured one observation per ticker per day, after exclusions. Current figures: Filing Impact Tracker · open dataset
At the time of this filing, UPST was trading at $25.16 on NASDAQ in the Finance sector, with a market capitalization of approximately $2.4B. The 52-week trading range was $23.97 to $71.38. This filing was assessed with negative market sentiment and an importance score of 7 out of 10.