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sellModerate cluster of 4

Sanjay Datta sold $566k of UPST

President, Capital& Enterprise at Upstart Holdings, Inc.. 18,945 shares at an average of $29.87, traded Aug 19, 2026, filed Aug 21, 2026.

Warning score
54
Value
$566k
18,945 shares
Holdings after
292,578
-6% from before
From 52-week low
+26%
low $24.22, close $30.60
From 52-week high
-59%
high $73.76, as of Aug 19, 2026

Score components

  • Role
    President
    +20
  • Trade size
    $566k at market
    +19
  • Share of holdings sold
    Sold 6.1% of holdings
    0
  • Cluster
    4 insiders selling within 14 days
    +15

What happened after comparable sells

Same side and tier, against the S&P 500, at 1, 3 and 6 months. Shown to Pro users; the whole table is on the backtest page.

Price around the trade, and since

From a quarter before the trade to today. The arrow is the trade, the circle the day the filing reached EDGAR, which is the first day anyone outside could act; the dotted line is the S&P 500 rebased to that day's close.

UPSTOct 12, 2026 · close 23.75
Since filing Aug 21, 2026: -21.6%SPY +1.9% · excess -23.5%

Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value; the dashed line is the close on the filing day, the dotted line SPY rebased to it.Charts by TradingView Lightweight Charts™

Rows in this filing

Every transaction in Form 4 0001832808-26-000018, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
Aug 19, 2026SOpen-market sale
Common Stock
-10,000$31.46$315k301,523Aug 21, 2026
Aug 20, 2026SOpen-market sale
Common Stock
-8,945$28.09$251k292,578Aug 21, 2026

Related signals

Other insiders at Upstart Holdings, Inc. and this insider’s other filings.

ScoreCompanyInsiderValueHoldingsFiled
43Moderate
UPSTsell 2
Upstart Holdings, Inc.
Sanjay Datta
President, Capital& Enterprise
$3.2M
116,000 shares
-20%
60Notable
UPSTbuy
Upstart Holdings, Inc.
Paul Gu
Chief Executive Officer
$1.3M
50,000 shares
+63%
15Weak
UPSTsell 410b5-1
Upstart Holdings, Inc.
Natalia Mirgorodskaya
See Remarks
$27k
913 shares
-2%
42Moderate
UPSTsell 4
Upstart Holdings, Inc.
Scott Darling
Chief Legal Officer
$216k
7,696 shares
-10%
30Weak
UPSTsell 4
Upstart Holdings, Inc.
Natalia Mirgorodskaya
See Remarks
$16k
586 shares
-2%
31Weak
UPSTsell 410b5-1
Upstart Holdings, Inc.
Andrea Blankmeyer
Chief Financial Officer
$299k
10,175 shares
-6%
30Weak
UPSTsell 4
Upstart Holdings, Inc.
Scott Darling
Chief Legal Officer
$24k
814 shares
-1%
42Moderate
UPSTsell 4
Upstart Holdings, Inc.
Sanjay Datta
President, Capital& Enterprise
$60k
2,033 shares
-1%
45Moderate
UPSTsell 2
Upstart Holdings, Inc.
Sanjay Datta
President, Capital& Enterprise
$456k
15,000 shares
-5%
15Weak
UPSTsell 410b5-1
Upstart Holdings, Inc.
Natalia Mirgorodskaya
See Remarks
$28k
974 shares
-3%

Not investment advice. Scores and forward returns are decision support built from public SEC filings and past prices; they describe what happened after comparable filings, not what will happen after this one. Do your own research and size your risk.

Sanjay Datta sold $566k of UPST | InsiderTell