$UPST · Upstart Holdings, Inc.
Upstart President of Capital & Enterprise, Sanjay Datta, exercised 300,000 options at $1.35/share and sold 116,000 shares at an average price of $27.29, generating $3.17M in proceeds. The sale was not conducted under a 10b5-1 trading plan.
- Sanjay exercised 300,000 options at $1.35 each (cost basis $405,000) and sold 116,000 shares for $3.17M.
- The sale price of $27.29 represents a ~20x return over the $1.35 exercise price.
- Post-transaction, Sanjay holds 476,578 shares — the sale reduced his position by roughly 20%.
- The transaction was not executed under a 10b5-1 trading plan, indicating a discretionary sale.
UPST fell 3.05% in the regular session to $25.10. The discretionary insider sale by a named executive officer at a ~20x gain, without a 10b5-1 plan, may reinforce bearish sentiment.
A named executive officer selling $3.17M in stock without a pre-arranged 10b5-1 plan is a direct, discretionary signal that warrants investor attention.
Fintech insider selling has been elevated across the sector as stocks recovered from 2022-2023 lows; UPST executives have been consistent sellers over the past year.
Discretionary insider sale by the President of Capital & Enterprise without a 10b5-1 plan signals potential lack of confidence in near-term valuation.
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