Upstart (UPST) President Sanjay Datta Sells Shares

What Happened
Sanjay Datta, President, Capital & Enterprise at Upstart Holdings (UPST), sold a total of 18,945 shares in two open-market transactions on Aug 19–20, 2026 for aggregate proceeds of roughly $565,931. On 2026-08-19 he sold 10,000 shares at a weighted average price of $31.46 (total ≈ $314,633). On 2026-08-20 he sold 8,945 shares at a weighted average price of $28.09 (total ≈ $251,298). Footnotes indicate these sales were made to cover tax withholding obligations related to the vesting of restricted stock units (RSUs).

Key Details

• Transaction dates: 2026-08-19 (10,000 shares @ $31.46 Wtd. avg.; prices ranged $31.415–$31.50) and 2026-08-20 (8,945 shares @ $28.09 Wtd. avg.; prices ranged $27.98–$28.475).
• Total shares sold: 18,945; total proceeds: ≈ $565,931.
• Purpose: Sales were to cover tax withholding for RSU vesting (filing footnotes F2 and F4).
• Price reporting: Weighted-average prices reported; filer can provide per-trade breakdown on request (F1, F3).
• Shares owned after transaction: Not specified in the provided filing.
• Filing: Form 4 filed 2026-08-21 (appears timely for these trades).

Context
These were sales tied to RSU vesting and tax withholding — a routine liquidity event for insiders when restricted shares vest. Such tax-withholding sales are common and do not by themselves indicate a change in the insider’s long-term view; purchases are generally considered more informative about insider sentiment.