Upstart Holdings, Inc. (UPST) Insider Trading

Last 12 months

Insiders bought $11.6M and sold $7.47M on the open market.

16% of the selling was scheduled in advance under 10b5-1 plans. President, Capital& Enterprise Sanjay Datta sold $3.17M on Sep 8, 20% of their stake, outside a plan.

Net open-market

+$4.11M

4 buys · 29 sales

Under a 10b5-1 plan

16%

of the value sold

Insiders who bought / sold

2 / 5

executives and directors

Last open-market buy

Sep 2026

Sep 10, 2026

Get an email when UPST's executives or directors buy, or make a large sale outside a plan.

Trades · last 2 years

Date	Insider	Trade	Shares	Price	Value	Of their stake	Filing
Sep 10	Paul Gu Chief Executive Officer	Bought	50,000	$25.55	$1.28M	3.9%	Form 4
Sep 8	Sanjay Datta President, Capital& Enterprise	SoldNo plan	116,000	$27.29	$3.17M	20%	Form 4
Aug 25	Natalia Mirgorodskaya See Remarks	Sold10b5-1 plan	913	$30.03	$27k	2.5%	Form 4
Aug 20	Natalia Mirgorodskaya See Remarks	SoldNo plan	586	$28.09	$16k	1.6%	Form 4
Aug 19 – 20	Sanjay Datta President, Capital& Enterprise	SoldNo plan 2 parts	18,945	$29.87 average	$566k	6.1%	Form 4
Aug 20	Scott Darling Chief Legal Officer	SoldNo plan	7,696	$28.09	$216k	6.0%	Form 4
Aug 17 – 19	Andrea Blankmeyer Chief Financial Officer	Sold10b5-1 plan 2 parts	10,175	$29.35 average	$299k	6.3%	Form 4
Aug 17	Sanjay Datta President, Capital& Enterprise	SoldNo plan	2,033	$29.36	$60k	0.6%	Form 4
Aug 17	Scott Darling Chief Legal Officer	SoldNo plan	814	$29.36	$24k	0.6%	Form 4
Jun 9	Sanjay Datta President, Capital& Enterprise	SoldNo plan	15,000	$30.41	$456k	4.6%	Form 4
May 26	Natalia Mirgorodskaya See Remarks	Sold10b5-1 plan	974	$28.99	$28k	2.5%	Form 4
May 20	Natalia Mirgorodskaya See Remarks	SoldNo plan	526	$28.77	$15k	1.4%	Form 4
May 20	Sanjay Datta President, Capital& Enterprise	SoldNo plan	7,985	$28.77	$230k	2.4%	Form 4
May 20	Scott Darling Chief Legal Officer	SoldNo plan	6,634	$28.78	$191k	4.9%	Form 4
May 15	Andrea Blankmeyer Chief Financial Officer	SoldNo plan 3 parts	7,044	$29.63 average	$209k	4.2%	Form 4
May 15	Sanjay Datta President, Capital& Enterprise	SoldNo plan 2 parts	1,817	$29.56 average	$54k	0.5%	Form 4
May 15	Scott Darling Chief Legal Officer	SoldNo plan 2 parts	727	$29.54 average	$21k	0.5%	Form 4
May 13	Paul Gu Chief Executive Officer	Bought	50,000	$27.50	$1.38M	4.0%	Form 4
May 7	Dave Girouard Director	Bought 2 parts	170,240	$29.37 average	$5M	2.0%	Form 4
Mar 2	Natalia Mirgorodskaya See Remarks	Sold10b5-1 plan	390	$26.02	$10k	1.1%	Form 4
Feb 25	Natalia Mirgorodskaya See Remarks	Sold10b5-1 plan	866	$28.79	$25k	3.3%	Form 4
Feb 20	Natalia Mirgorodskaya See Remarks	SoldNo plan	633	$29.90	$19k	2.4%	Form 4
Feb 20	Sanjay Datta Chief Financial Officer	SoldNo plan	7,982	$29.86	$238k	2.8%	Form 4
Feb 20	Scott Darling Chief Legal Officer	Sold10b5-1 plan 2 parts	6,868	$29.87 average	$205k	5.8%	Form 4
Jan 5	Scott Darling Chief Legal Officer	Sold10b5-1 plan	1,000	$50.00	$50k	0.9%	Form 4
Dec 12, 2025	Kerry Whorton Cooper Director	Sold10b5-1 plan	1,500	$50.00	$75k	5.0%	Form 4
Dec 12, 2025	Scott Darling Chief Legal Officer	Sold10b5-1 plan	7,392	$50.00	$370k	6.3%	Form 4
Nov 25, 2025	Natalia Mirgorodskaya See Remarks	Sold10b5-1 plan	762	$38.91	$30k	2.8%	Form 4
Nov 20, 2025	Natalia Mirgorodskaya See Remarks	SoldNo plan 2 parts	821	$36.62 average	$30k	2.9%	Form 4
Nov 20, 2025	Sanjay Datta Chief Financial Officer	SoldNo plan 2 parts	13,624	$36.57 average	$498k	4.6%	Form 4
Nov 20, 2025	Scott Darling Chief Legal Officer	SoldNo plan 2 parts	7,723	$36.57 average	$282k	6.3%	Form 4
Nov 11, 2025	Paul Gu Chief Technology Offier	Bought 2 parts	100,000	$39.23 average	$3.92M	8.7%	Form 4
Oct 24, 2025	Scott Darling Chief Legal Officer	Sold10b5-1 plan	1,000	$55.01	$55k	0.8%	Form 4
Oct 1, 2025	Scott Darling Chief Legal Officer	Sold10b5-1 plan	1,000	$54.64	$55k	0.8%	Form 4
Sep 17, 2025	Scott Darling Chief Legal Officer	Sold10b5-1 plan	1,000	$70.01	$70k	0.8%	Form 4
Sep 15, 2025	Dave Girouard Chief Executive Officer	Sold10b5-1 plan 2 parts	41,667	$64.93 average	$2.71M	19%	Form 4
Sep 3, 2025	Scott Darling Chief Legal Officer	Sold10b5-1 plan	4,000	$69.41	$278k	3.1%	Form 4
Sep 2, 2025	Paul Gu Chief Technology Offier	Sold10b5-1 plan 2 parts	5,000	$68.61 average	$343k	0.4%	Form 4
Sep 2, 2025	Natalia Mirgorodskaya See Remarks	Sold10b5-1 plan	1,439	$69.21	$100k	6.4%	Form 4
Sep 2, 2025	Kerry Whorton Cooper Director	Sold10b5-1 plan	500	$69.21	$35k	1.7%	Form 4

Sep 10
Paul Gu
Chief Executive Officer · bought 50,000 at $25.55
$1.28M
3.9% of stake
Sep 8No plan
Sanjay Datta
President, Capital& Enterprise · sold 116,000 at $27.29
$3.17M
20% of stake
Aug 2510b5-1 plan
Natalia Mirgorodskaya
See Remarks · sold 913 at $30.03
$27k
2.5% of stake
Aug 20No plan
Natalia Mirgorodskaya
See Remarks · sold 586 at $28.09
$16k
1.6% of stake
Aug 19 – 20No plan
Sanjay Datta
President, Capital& Enterprise · sold 18,945 at avg $29.87
$566k
6.1% of stake
Aug 20No plan
Scott Darling
Chief Legal Officer · sold 7,696 at $28.09
$216k
6.0% of stake
Aug 17 – 1910b5-1 plan
Andrea Blankmeyer
Chief Financial Officer · sold 10,175 at avg $29.35
$299k
6.3% of stake
Aug 17No plan
Sanjay Datta
President, Capital& Enterprise · sold 2,033 at $29.36
$60k
0.6% of stake
Aug 17No plan
Scott Darling
Chief Legal Officer · sold 814 at $29.36
$24k
0.6% of stake
Jun 9No plan
Sanjay Datta
President, Capital& Enterprise · sold 15,000 at $30.41
$456k
4.6% of stake
May 2610b5-1 plan
Natalia Mirgorodskaya
See Remarks · sold 974 at $28.99
$28k
2.5% of stake
May 20No plan
Natalia Mirgorodskaya
See Remarks · sold 526 at $28.77
$15k
1.4% of stake
May 20No plan
Sanjay Datta
President, Capital& Enterprise · sold 7,985 at $28.77
$230k
2.4% of stake
May 20No plan
Scott Darling
Chief Legal Officer · sold 6,634 at $28.78
$191k
4.9% of stake
May 15No plan
Andrea Blankmeyer
Chief Financial Officer · sold 7,044 at avg $29.63
$209k
4.2% of stake
May 15No plan
Sanjay Datta
President, Capital& Enterprise · sold 1,817 at avg $29.56
$54k
0.5% of stake
May 15No plan
Scott Darling
Chief Legal Officer · sold 727 at avg $29.54
$21k
0.5% of stake
May 13
Paul Gu
Chief Executive Officer · bought 50,000 at $27.50
$1.38M
4.0% of stake
May 7
Dave Girouard
Director · bought 170,240 at avg $29.37
$5M
2.0% of stake
Mar 210b5-1 plan
Natalia Mirgorodskaya
See Remarks · sold 390 at $26.02
$10k
1.1% of stake
Feb 2510b5-1 plan
Natalia Mirgorodskaya
See Remarks · sold 866 at $28.79
$25k
3.3% of stake
Feb 20No plan
Natalia Mirgorodskaya
See Remarks · sold 633 at $29.90
$19k
2.4% of stake
Feb 20No plan
Sanjay Datta
Chief Financial Officer · sold 7,982 at $29.86
$238k
2.8% of stake
Feb 2010b5-1 plan
Scott Darling
Chief Legal Officer · sold 6,868 at avg $29.87
$205k
5.8% of stake
Jan 510b5-1 plan
Scott Darling
Chief Legal Officer · sold 1,000 at $50.00
$50k
0.9% of stake
Dec 12, 202510b5-1 plan
Kerry Whorton Cooper
Director · sold 1,500 at $50.00
$75k
5.0% of stake
Dec 12, 202510b5-1 plan
Scott Darling
Chief Legal Officer · sold 7,392 at $50.00
$370k
6.3% of stake
Nov 25, 202510b5-1 plan
Natalia Mirgorodskaya
See Remarks · sold 762 at $38.91
$30k
2.8% of stake
Nov 20, 2025No plan
Natalia Mirgorodskaya
See Remarks · sold 821 at avg $36.62
$30k
2.9% of stake
Nov 20, 2025No plan
Sanjay Datta
Chief Financial Officer · sold 13,624 at avg $36.57
$498k
4.6% of stake
Nov 20, 2025No plan
Scott Darling
Chief Legal Officer · sold 7,723 at avg $36.57
$282k
6.3% of stake
Nov 11, 2025
Paul Gu
Chief Technology Offier · bought 100,000 at avg $39.23
$3.92M
8.7% of stake
Oct 24, 202510b5-1 plan
Scott Darling
Chief Legal Officer · sold 1,000 at $55.01
$55k
0.8% of stake
Oct 1, 202510b5-1 plan
Scott Darling
Chief Legal Officer · sold 1,000 at $54.64
$55k
0.8% of stake
Sep 17, 202510b5-1 plan
Scott Darling
Chief Legal Officer · sold 1,000 at $70.01
$70k
0.8% of stake
Sep 15, 202510b5-1 plan
Dave Girouard
Chief Executive Officer · sold 41,667 at avg $64.93
$2.71M
19% of stake
Sep 3, 202510b5-1 plan
Scott Darling
Chief Legal Officer · sold 4,000 at $69.41
$278k
3.1% of stake
Sep 2, 202510b5-1 plan
Paul Gu
Chief Technology Offier · sold 5,000 at avg $68.61
$343k
0.4% of stake
Sep 2, 202510b5-1 plan
Natalia Mirgorodskaya
See Remarks · sold 1,439 at $69.21
$100k
6.4% of stake
Sep 2, 202510b5-1 plan
Kerry Whorton Cooper
Director · sold 500 at $69.21
$35k
1.7% of stake

How to read this. Insiders sell for many reasons: taxes, diversifying, a house. Open-market buys are rarer and say more. A 10b5-1 plan is a trading schedule set up months in advance, so those sales were not timed on news. Large holders (funds and 10% owners) are listed under Everything but not counted as insiders. If you own or watch UPST, we send a push when an executive buys or makes a large sale outside a plan.

Source: SEC Form 4 filings, filed within two business days of each trade and checked for new ones every hour.

Related stocks: Finance Services

LDIloanDepot, Inc.

WDWalker & Dunlop Inc.

RHLDResolute Holdings Management Inc.

PGYPagaya Technologies Ltd.

MARAMARA Holdings Inc

JFINJiayin Group Inc.

CLSKCleanSpark, Inc.

YRDYiren Digital Ltd.

Spot a number that looks wrong? Check it in UPST's SEC filings or

Download this analysis as a PDF (Pro)

Data sourced from SEC EDGAR filings and third-party price providers. Scores, valuations, and metrics are algorithmic estimates. This is not investment advice. See our Terms and Methodology.

2 of 2 free stocks used today

Keep analysing UPST

Create a free account and get 14 days of Premium: every stock and every tool.

Unlimited stocksQuality, fair value and dividends for 10,000+ stocks
Stock screenerFilter on quality, valuation and dividend safety
Portfolio trackerReal return, dividend calendar and portfolio quality
Editable DCFChange the assumptions and watch fair value move
Compare side by sideUp to 10 stocks in one table
Unlimited alertsPrice, P/E, Quality Score and yield

No card. Moves to Free after, unless you upgrade.

Already have an account?

Or come back tomorrow. Stocks on your watchlist are always free to view.