CFO Datta sells 13,473 UPST shares at $61.12; stock down 22.4% from 52-week high, -18.2% in 30 days.
Sanjay Datta, Chief Financial Officer, sold 13,473 shares at $61.12 on 2025-08-20, reducing his holdings by 4.3% to 297,904 shares. The sale occurs as UPST trades -22.4% from its 52-week high and has declined 18.2% in the prior 30 days, though it has gained 52.1% over 90 days. His same-ticker history shows mixed timing: of 5 prior UPST sales, 2 of 5 were well-timed at the 90-day mark (stock fell post-sale), while 3 of 5 resulted in gains he did not capture. The company posted $257.3M in latest-quarter revenue with full-year net income negative, raising questions about near-term profitability despite 23.9% annual revenue growth.
CFO Datta sells 13.5K UPST shares at $46.97; stock down -48.6% from 52-week high, 2/5 prior same-ticker sales well-timed
CFO Sanjay Datta sold 13,512 shares at $46.97 on 2025-05-20, reducing his holdings from 324,868 to 311,356 shares. The stock has since declined to $45.63 (current price), standing -48.6% below its 52-week high of $88.77, though up +8.8% over the prior 30 days and down -36.4% over 90 days. Datta's cross-ticker track record shows 11 prior open-market sells with a 90-day well-timed rate of 36.36%, but his same-ticker history at UPST is mixed: 2 of 5 prior sales at this company were well-timed at the 90-day mark, while others produced positive returns. The company remains unprofitable (full-year net income of $-2.4M) despite +23.9% annual revenue growth and a $4.3B market cap. This sale occurred in a context of significant recent volatility and cumulative losses at the stock, but Datta's prior UPST trading pattern offers no clear directional signal.
CFO Sanjay Datta sold 16,070 shares at $79.01–$79.59 for $1.3M; stock now $70.50, down 20.6% from 52-week high.
Datta sold 16.1K shares (5.2% of his pre-transaction holdings of 311.6K shares) across two separate transactions on 2025-02-20 at a blended average price of $79.02, generating $1,269,864.78 in proceeds. The stock now trades at $70.50, reflecting a decline since the sale date. At UPST specifically, Datta's prior 5 sales have not been well-timed: 0 of 5 showed negative 90-day returns post-sale, meaning the stock subsequently rose in all prior instances. His cross-ticker track record shows a 22.22% well-timed rate and average 90-day return of +28.4% after sales—also indicating poor timing overall (stock rises after his sales). The company's fundamentals are mixed: revenue growth of +23.9% year-over-year but net income of $-6.8M in the latest quarter, with full-year profitability negative. The sale itself is not large relative to his remaining 295.5K-share position, but the pattern of his prior sales at this ticker failing to precede declines merits tracking whether this sale, executed above the current price, proves an exception.
CFO Sanjay Datta sold 18,619 shares at $69.82 avg, -5.6% of holdings; UPST stock down 8.6% from 52-week high despite +48.9% in 30 days.
Datta executed two separate sales totaling 18,619 shares for $1,300,001.53 on 2024-11-20, reducing his stake by 5.6% to 310,974 shares. The CFO sold into recent strength (stock up 48.9% over the prior 30 days), though the company remains unprofitable with -39.0% annual revenue decline and FY net income of $-6.8M. His prior five trades at UPST show a pattern of poor timing: all 5 prior sells subsequently generated positive 90-day returns (ranging from +1.6% to +84.8%), meaning he consistently sold before rallies rather than before declines. The current sale at $69.82 occurs while the stock trades at $74.06, within 8.6% of its 52-week high, which structurally mirrors his historical pattern—selling after recovery but before sustained moves higher.
CFO Sanjay Datta sold 20.8K shares (20,805 shares) of UPST for $795,372.41 across 3 transactions at $37.00–$38.93.
Datta executed 3 separate sales totaling 20,805 shares for $795,372.41 at prices ranging from $37.00 to $38.93, reducing his holdings by 5.6% to 349,093 shares. The timing is noteworthy: the sales occurred as the stock was up 47.0% over 30 days and 75.5% over 90 days, yet currently trading 14.1% below its 52-week high of $47.31. His prior UPST sales on 2023-11-21 and 2023-11-20 showed strong near-term gains (30d returns of 88.0% and 69.2%) but his 2023-08-22 sales resulted in 90-day declines of 20.2% and 21.7%. The company context is material: Upstart reported -39.0% annual revenue decline and a net loss of $54.5M on $127.6M quarterly revenue, indicating deteriorating fundamentals amid the recent stock recovery. The sale occurs while the stock is in a steep recovery phase from its 52-week low, and the company remains unprofitable at scale.
