UPST
insider transactionsUpstart Holdings, Inc. — buys & sells by directors, officers and 10% owners A shareholder owning more than 10% of the company. Must report trades, but usually a weaker signal than an officer or director. (SEC Form 4).
Cluster buy signal: Multiple insiders at the same company buying around the same time — often a stronger signal than a single buy. 2 different insiders made open-market purchases in the last 365 days, totalling $6.4M.
Net shares · 365d
+158.0K
220.2K buy · 62.2K sell
Net value · 365d
$4.6M
$6.4M in · $1.8M out
Sentiment · 365d
Net buying
78% buying · 22% selling
Open-market trades · 365d
24
220.2K buy · 62.2K sell
Net buy / sell volume
Not enough data to chart yet.
Tap or hover the chart for daily net volume. Green = net buying, red = net selling.
All transactions
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Sell·S
Sanjay Datta KEY
President, Capital& Enterprise
$456.1K
15.0K sh · $30.41
Own -5%
-
Sell·S
Director · 10b5-1
$20.6K
1.2K sh · $16.50
Own -1%
-
Grant·A
Director
$0
6.5K sh
Own New
-
Grant·A
Director
$0
6.5K sh
Own +21%
-
Grant·A
Director
$0
6.5K sh
Own +20%
-
Grant·A
Director
$0
6.5K sh
Own +21%
-
Grant·A
Director
$0
6.5K sh
Own New
-
Grant·A
Director
$0
6.5K sh
Own +132%
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Sell·S
Chief Accounting Officer and … · 10b5-1
$28.2K
974 sh · $28.99
Own -3%
-
Grant·A
Director
$0
17.6K sh
Own +24%
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Sell·S
Chief Accounting Officer and …
$15.1K
526 sh · $28.77
Own -1%
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Sell·S
Sanjay Datta KEY
President, Capital& Enterprise
$229.7K
8.0K sh · $28.77
Own -2%
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Sell·S
Chief Legal Officer
$190.9K
6.6K sh · $28.78
Own -7%
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Exercise·M
Chief Accounting Officer and …
$0
4.6K sh
Own New
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Exercise·M
Chief Accounting Officer and …
$6.2K
4.6K sh · $1.35
Own +13%
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Sell·S
Sanjay Datta KEY
President, Capital& Enterprise
$30.4K
1.0K sh · $30.03
Own -0%
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Sell·S
Sanjay Datta KEY
President, Capital& Enterprise
$23.3K
806 sh · $28.96
Own -0%
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Sell·S
Chief Legal Officer
$13.2K
441 sh · $29.99
Own -0%
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Sell·S
Chief Legal Officer
$8.2K
286 sh · $28.84
Own -0%
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Sell·S
Chief Financial Officer
$3.1K
101 sh · $30.54
Own -0%
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Sell·S
Chief Financial Officer
$125.7K
4.2K sh · $30.05
Own -3%
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Sell·S
Chief Financial Officer
$79.9K
2.8K sh · $28.96
Own -2%
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Buy·P
Paul Gu KEY
Chief Executive Officer
$1.4M
50.0K sh · $27.50
Own +250%
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Exercise·M
Director, 10% Owner
$0
835.1K sh
Own New
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Exercise·M
Director, 10% Owner
$693.1K
835.1K sh · $0.83
Own +10%
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Buy·P
Director, 10% Owner
$8.9K
300 sh · $29.76
Own +0%
-
Buy·P
Director, 10% Owner
$5.0M
169.9K sh · $29.37
Own +2%
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Grant·A
Chief Financial Officer
$0
148.0K sh
Own New
-
Grant·A
Chief Financial Officer
$0
169.4K sh
Own New
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Sell·S
Director · 10b5-1
$46.7K
2.5K sh · $18.68
Own -3%
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Sell·S
Chief Accounting Officer and … · 10b5-1
$10.1K
390 sh · $26.02
Own -1%
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Grant·A
Chief Accounting Officer and … · 10b5-1
$0
5.9K sh
Own New
-
Grant·A
Chief Accounting Officer and … · 10b5-1
$0
9.4K sh
Own +37%
-
Grant·A
Chief Technology Offier
$0
912.7K sh
Own New
-
Grant·A
Sanjay Datta KEY
President, Chief Financial Of…
$0
185.0K sh
Own New
-
Grant·A
Sanjay Datta KEY
President, Chief Financial Of…
$0
61.7K sh
Own +22%
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Grant·A
Chief Legal Officer
$0
74.0K sh
Own New
-
Grant·A
Chief Legal Officer
$0
24.7K sh
Own +31%
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Sell·S
Chief Accounting Officer and … · 10b5-1
$24.9K
866 sh · $28.79
Own -3%
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Sell·S
Chief Accounting Officer and …
$18.9K
633 sh · $29.90
Own -2%
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Sell·S
Sanjay Datta KEY
Chief Financial Officer
$238.4K
8.0K sh · $29.86
Own -3%
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Sell·S
Chief Legal Officer · 10b5-1
$11.8K
390 sh · $30.25
Own -1%
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Other·J
Chief Legal Officer · 10b5-1
—
6.6K sh
-
Sell·S
Chief Legal Officer · 10b5-1
$193.4K
6.5K sh · $29.85
Own -7%
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Exercise·M
Chief Legal Officer
$0
7.6K sh
Own +4%
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Exercise·M
Chief Legal Officer
$100.0K
7.6K sh · $13.22
Own +43%
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Grant·A
Director
$0
1.2K sh
Own +4%
-
Grant·A
Director
$0
1.5K sh
Own +6%
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Grant·A
Director
$0
834 sh
Own +20%
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Exercise·M
Chief Legal Officer · 10b5-1
$0
1.0K sh
Own +1%
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Sell·S
Chief Legal Officer · 10b5-1
$50.0K
1.0K sh · $50.00
Own -5%
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Other·J
Chief Legal Officer · 10b5-1
—
1.0K sh
-
Exercise·M
Chief Legal Officer · 10b5-1
$13.2K
1.0K sh · $13.22
Own +1%
| Date▾ | Insider | Type | Shares | Value |
|---|---|---|---|---|
| Jun 9, 2026 | Sanjay Datta KEY | Sell S | 15.0K | $456.1K |
| Jun 2, 2026 | Kerry Whorton Cooper 10b5-1 | Sell S | 1.2K | $20.6K |
| May 29, 2026 | Timothy H Wennes | Grant A | 6.5K | $0 |
| May 29, 2026 | Hilliard C. Terry III | Grant A | 6.5K | $0 |
| May 29, 2026 | Ciaran O'Kelly | Grant A | 6.5K | $0 |
| May 29, 2026 | Mary Hentges | Grant A | 6.5K | $0 |
| May 29, 2026 | Kerry Whorton Cooper | Grant A | 6.5K | $0 |
| May 29, 2026 | Peter J Bernard | Grant A | 6.5K | $0 |
| May 26, 2026 | Natalia Mirgorodskaya 10b5-1 | Sell S | 974 | $28.2K |
| May 21, 2026 | Kerry Whorton Cooper | Grant A | 17.6K | $0 |
| May 20, 2026 | Natalia Mirgorodskaya | Sell S | 526 | $15.1K |
| May 20, 2026 | Sanjay Datta KEY | Sell S | 8.0K | $229.7K |
| May 20, 2026 | Scott Darling | Sell S | 6.6K | $190.9K |
| May 15, 2026 | Natalia Mirgorodskaya | Exercise M | 4.6K | $0 |
| May 15, 2026 | Natalia Mirgorodskaya | Exercise M | 4.6K | $6.2K |
| May 15, 2026 | Sanjay Datta KEY | Sell S | 1.0K | $30.4K |
| May 15, 2026 | Sanjay Datta KEY | Sell S | 806 | $23.3K |
| May 15, 2026 | Scott Darling | Sell S | 441 | $13.2K |
| May 15, 2026 | Scott Darling | Sell S | 286 | $8.2K |
| May 15, 2026 | Andrea Blankmeyer KEY | Sell S | 101 | $3.1K |
| May 15, 2026 | Andrea Blankmeyer KEY | Sell S | 4.2K | $125.7K |
| May 15, 2026 | Andrea Blankmeyer KEY | Sell S | 2.8K | $79.9K |
| May 13, 2026 | Paul Gu KEY | Buy P | 50.0K | $1.4M |
| May 7, 2026 | Dave Girouard | Exercise M | 835.1K | $0 |
| May 7, 2026 | Dave Girouard | Exercise M | 835.1K | $693.1K |
| May 7, 2026 | Dave Girouard | Buy P | 300 | $8.9K |
| May 7, 2026 | Dave Girouard | Buy P | 169.9K | $5.0M |
| Mar 31, 2026 | Andrea Blankmeyer KEY | Grant A | 148.0K | $0 |
| Mar 31, 2026 | Andrea Blankmeyer KEY | Grant A | 169.4K | $0 |
| Mar 17, 2026 | Kerry Whorton Cooper 10b5-1 | Sell S | 2.5K | $46.7K |
| Mar 2, 2026 | Natalia Mirgorodskaya 10b5-1 | Sell S | 390 | $10.1K |
| Feb 28, 2026 | Natalia Mirgorodskaya 10b5-1 | Grant A | 5.9K | $0 |
| Feb 28, 2026 | Natalia Mirgorodskaya 10b5-1 | Grant A | 9.4K | $0 |
| Feb 28, 2026 | Paul Gu | Grant A | 912.7K | $0 |
| Feb 28, 2026 | Sanjay Datta KEY | Grant A | 185.0K | $0 |
| Feb 28, 2026 | Sanjay Datta KEY | Grant A | 61.7K | $0 |
| Feb 28, 2026 | Scott Darling | Grant A | 74.0K | $0 |
| Feb 28, 2026 | Scott Darling | Grant A | 24.7K | $0 |
| Feb 25, 2026 | Natalia Mirgorodskaya 10b5-1 | Sell S | 866 | $24.9K |
| Feb 20, 2026 | Natalia Mirgorodskaya | Sell S | 633 | $18.9K |
| Feb 20, 2026 | Sanjay Datta KEY | Sell S | 8.0K | $238.4K |
| Feb 20, 2026 | Scott Darling 10b5-1 | Sell S | 390 | $11.8K |
| Feb 20, 2026 | Scott Darling 10b5-1 | Other J | 6.6K | — |
| Feb 20, 2026 | Scott Darling 10b5-1 | Sell S | 6.5K | $193.4K |
| Jan 22, 2026 | Scott Darling | Exercise M | 7.6K | $0 |
| Jan 22, 2026 | Scott Darling | Exercise M | 7.6K | $100.0K |
| Jan 12, 2026 | Ciaran O'Kelly | Grant A | 1.2K | $0 |
| Jan 12, 2026 | Kerry Whorton Cooper | Grant A | 1.5K | $0 |
| Jan 12, 2026 | Peter J Bernard | Grant A | 834 | $0 |
| Jan 5, 2026 | Scott Darling 10b5-1 | Exercise M | 1.0K | $0 |
| Jan 5, 2026 | Scott Darling 10b5-1 | Sell S | 1.0K | $50.0K |
| Jan 5, 2026 | Scott Darling 10b5-1 | Other J | 1.0K | — |
| Jan 5, 2026 | Scott Darling 10b5-1 | Exercise M | 1.0K | $13.2K |
About UPST insider trading
This page tracks insider transactions for Upstart Holdings, Inc. (UPST) reported to the U.S. Securities and Exchange Commission on Form 4. Corporate insiders — directors, executive officers and beneficial owners of more than 10% of the stock — must disclose their trades within two business days. Open-market purchases (code P) and sales (code S) made at the insider's discretion are the most-watched opportunistic signals, while awards (A), option exercises (M) and tax-withholding (F) reflect compensation rather than conviction. Trades marked 10b5-1 were made under a pre-arranged plan and are considered routine. A cluster buy — several insiders buying within a short window — is historically a stronger bullish indicator than any single trade.