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sellModerate cluster of 4

Scott Darling sold $191k of UPST

Chief Legal Officer at Upstart Holdings, Inc.. 6,634 shares at an average of $28.78, traded May 20, 2026, filed May 22, 2026.

Warning score
42
Value
$191k
6,634 shares
Holdings after
88,728
-7% from before
From 52-week low
+19%
low $24.22, close $28.84
From 52-week high
-66%
high $84.13, as of May 20, 2026

Score components

  • Role
    Officer
    +15
  • Trade size
    $191k at market
    +12
  • Share of holdings sold
    Sold 7.0% 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 May 22, 2026: -16.8%SPY +4.9% · excess -21.7%

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 0001558259-26-000014, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
May 20, 2026SOpen-market sale
Common Stock
-6,634$28.78$191k88,728May 22, 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%
54Moderate
UPSTsell 4
Upstart Holdings, Inc.
Sanjay Datta
President, Capital& Enterprise
$566k
18,945 shares
-6%
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%

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.

Scott Darling sold $191k of UPST | InsiderTell