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Upstart Holdings Inc (UPST)

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Over the last 90 days, Upstart Holdings Inc. has seen a net sale of shares by insiders, with a total net value of approximately $5.6 million. Notable transactions include multiple sales and proposed sales by officers Sanjay Datta and Natalia Mirgorodskaya. The company's stock has experienced a 20.6% increase in the past 90 days, and the last earnings report showed a significant miss.
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Ticker: UPST Exchange: NSM
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• Purchase • Sale • Planned purchase • Planned sale Net purchase Net sale Activity signal Earnings
Top insiders
Trades
Datta Sanjay
President, Capital& Enterprise
3 sales — total 300,000 USD
Sale 9 Jun 2026
Value US$1,027,760.39 | Price 130.39 | Shares 42,033
Proposed sale 9 Jun 2026
Value US$1,621,554.43 | Price 235.34 | Shares 22,056
Proposed sale 9 Jun 2026
Value US$100,000.00 | Price 30.41 | Shares 1,000
Sale 26 May 2026
Value US$4,525,239.29 | Price 252.21 | Shares 91,399
Proposed sale 26 May 2026
Value US$1,004,244.17 | Price 41.04 | Shares 9,169
Sale 20 May 2026
Value US$229,739.63 | Price 28.77 | Shares 7,985
Proposed sale 20 May 2026
Value US$229,740.00 | Price 28.77 | Shares 7,985
Sale 20 May 2026
Value US$15,134.02 | Price 28.77 | Shares 526
Proposed sale 20 May 2026
Value US$15,134.00 | Price 28.77 | Shares 526
Sale 20 May 2026
Value US$190,911.93 | Price 28.78 | Shares 6,634
Proposed sale 20 May 2026
Value US$190,912.00 | Price 28.78 | Shares 6,634
Sale 15 May 2026
Value US$3,084.57 | Price 30.54 | Shares 101
Sale 15 May 2026
Value US$125,717.07 | Price 30.05 | Shares 4,184
Sale 15 May 2026
Value US$79,901.19 | Price 28.96 | Shares 2,759
Proposed sale 15 May 2026
Value US$208,703.00 | Price 29.63 | Shares 7,044
Sale 15 May 2026
Value US$13,227.75 | Price 29.99 | Shares 441
Sale 15 May 2026
Value US$8,248.13 | Price 28.84 | Shares 286
Proposed sale 15 May 2026
Value US$21,476.00 | Price 29.54 | Shares 727
Sale 15 May 2026
Value US$30,363.77 | Price 30.03 | Shares 1,011
Sale 15 May 2026
Value US$23,343.29 | Price 28.96 | Shares 806
Proposed sale 15 May 2026
Value US$53,707.00 | Price 29.56 | Shares 1,817
Buy 13 May 2026
Value US$1,375,000.00 | Price 27.50 | Shares 50,000
Buy 7 May 2026
Value US$8,928.00 | Price 29.76 | Shares 300
Buy 7 May 2026
Value US$4,990,678.96 | Price 29.37 | Shares 169,940
Planned sale 2 Mar 2026
Value US$10,147.80 | Price 26.02 | Shares 390
Proposed sale 2 Mar 2026
Value US$10,148.00 | Price 26.02 | Shares 390
Planned sale 25 Feb 2026
Value US$24,932.14 | Price 28.79 | Shares 866
Proposed sale 25 Feb 2026
Value US$24,932.00 | Price 28.79 | Shares 866
Planned sale 20 Feb 2026
Value US$238,375.25 | Price 29.86 | Shares 7,982
Proposed sale 20 Feb 2026
Value US$238,375.00 | Price 29.86 | Shares 7,982
Planned sale 20 Feb 2026
Value US$18,924.86 | Price 29.90 | Shares 633
Proposed sale 20 Feb 2026
Value US$18,925.00 | Price 29.90 | Shares 633
Planned sale 20 Feb 2026
Value US$11,797.50 | Price 30.25 | Shares 390
Sale 20 Feb 2026
Value US$193,394.21 | Price 29.85 | Shares 6,478
Proposed sale 20 Feb 2026
Value US$193,394.00 | Price 29.85 | Shares 6,478
Proposed sale 20 Feb 2026
Value US$11,798.00 | Price 30.25 | Shares 390
Planned sale 5 Jan 2026
Value US$50,000.00 | Price 50.00 | Shares 1,000
Proposed sale 5 Jan 2026
Value US$50,000.00 | Price 50.00 | Shares 1,000
Planned sale 12 Dec 2025
Value US$369,600.00 | Price 50.00 | Shares 7,392
Proposed sale 12 Dec 2025
Value US$3,696,000.00 | Price 500.00 | Shares 7,392
Planned sale 12 Dec 2025
Value US$75,000.00 | Price 50.00 | Shares 1,500
Proposed sale 12 Dec 2025
Value US$75,000.00 | Price 50.00 | Shares 1,500
Planned sale 25 Nov 2025
Value US$29,649.42 | Price 38.91 | Shares 762
Proposed sale 25 Nov 2025
Value US$29,649.00 | Price 38.91 | Shares 762
Sale 20 Nov 2025
Value US$2,956.00 | Price 36.95 | Shares 80
Sale 20 Nov 2025
Value US$27,107.26 | Price 36.58 | Shares 741
Proposed sale 20 Nov 2025
Value US$30,063.00 | Price 36.62 | Shares 821
Sale 20 Nov 2025
Value US$36,992.00 | Price 36.99 | Shares 1,000
Sale 20 Nov 2025
Value US$461,331.46 | Price 36.54 | Shares 12,624
Proposed sale 20 Nov 2025
Value US$498,328.00 | Price 36.58 | Shares 13,624
Sale 20 Nov 2025
Value US$14,810.00 | Price 37.03 | Shares 400
Sale 20 Nov 2025
Value US$267,670.30 | Price 36.55 | Shares 7,323
Proposed sale 20 Nov 2025
Value US$282,479.00 | Price 36.58 | Shares 7,723
Buy 11 Nov 2025
Value US$3,138,400.00 | Price 39.23 | Shares 80,000
Buy 11 Nov 2025
Value US$784,400.00 | Price 39.22 | Shares 20,000
Planned sale 24 Oct 2025
Value US$55,012.40 | Price 55.01 | Shares 1,000
Proposed sale 24 Oct 2025
Value US$55,012.00 | Price 55.01 | Shares 1,000
Planned sale 1 Oct 2025
Value US$54,640.00 | Price 54.64 | Shares 1,000
Proposed sale 1 Oct 2025
Value US$54,640.00 | Price 54.64 | Shares 1,000
Planned sale 17 Sep 2025
Value US$70,009.50 | Price 70.01 | Shares 1,000
Proposed sale 17 Sep 2025
Value US$70,010.00 | Price 70.01 | Shares 1,000
Planned sale 15 Sep 2025
Value US$447,561.90 | Price 65.41 | Shares 6,842
Planned sale 15 Sep 2025
Value US$2,257,983.35 | Price 64.84 | Shares 34,825
Proposed sale 15 Sep 2025
Value US$2,705,545.00 | Price 64.93 | Shares 41,667
Planned sale 3 Sep 2025
Value US$277,653.60 | Price 69.41 | Shares 4,000
Proposed sale 3 Sep 2025
Value US$277,654.00 | Price 69.41 | Shares 4,000
Planned sale 2 Sep 2025
Value US$99,593.19 | Price 69.21 | Shares 1,439
Proposed sale 2 Sep 2025
Value US$99,593.00 | Price 69.21 | Shares 1,439
Planned sale 2 Sep 2025
Value US$34,605.00 | Price 69.21 | Shares 500
Proposed sale 2 Sep 2025
Value US$34,605.00 | Price 69.21 | Shares 500
Planned sale 2 Sep 2025
Value US$161,038.46 | Price 68.91 | Shares 2,337
Planned sale 2 Sep 2025
Value US$182,020.84 | Price 68.35 | Shares 2,663
Proposed sale 2 Sep 2025
Value US$343,059.50 | Price 68.61 | Shares 5,000
Planned sale 25 Aug 2025
Value US$435,336.00 | Price 68.00 | Shares 6,402
Planned sale 25 Aug 2025
Value US$69,632.00 | Price 68.00 | Shares 1,024
Abbreviations B: Buy, S: Sell, PP: Planned purchase, PlS: Planned sale, PrS: Proposed sale, O: Option / Other
Notification date Transaction date B/S Transaction type Insider and/or position Nb. shares
Price
Value 		Number of shares Price Value Details
2026-06-11 2026-06-09 S Sale
2.4
Datta Sanjay

President, Capital& Enterprise

Officer
42,033 -24.9%
130.39
US$1,027,760 		42,033 -24.9% 130.39 US$1,027,760
2026-06-09 2026-06-09 PrS Proposed sale
2.4
Datta Sanjay

Officer

Officer
22,056
235.34
US$1,621,554 		22,056 235.34 US$1,621,554
2026-06-09 2026-06-09 PrS Proposed sale
2.4
Datta Sanjay

Officer

Officer
82,271
190.44
US$3,656,155 		82,271 190.44 US$3,656,155
2026-05-27 2026-05-26 S Sale
3.0
Mirgorodskaya Natalia

See Remarks

Officer
974 -2.5%
28.99
US$28,236 		974 -2.5% 28.99 US$28,236
2026-05-26 2026-05-26 PrS Proposed sale
3.0
Mirgorodskaya Natalia

Officer

Officer
974
28.99
US$28,236 		974 28.99 US$28,236
2026-05-22 2026-05-20 S Sale
2.4
Datta Sanjay

President, Capital& Enterprise

Officer
7,985 -2.4%
28.77
US$229,740 		7,985 -2.4% 28.77 US$229,740
2026-05-22 2026-05-20 S Sale
3.0
Mirgorodskaya Natalia

See Remarks

Officer
526 -1.4%
28.77
US$15,134 		526 -1.4% 28.77 US$15,134
2026-05-22 2026-05-20 S Sale
2.4
Darling Scott

Chief Legal Officer

Officer
6,634 -7.0%
28.78
US$190,912 		6,634 -7.0% 28.78 US$190,912
2026-05-20 2026-05-20 PrS Proposed sale
3.0
Mirgorodskaya Natalia

Officer

Officer
526
28.77
US$15,134 		526 28.77 US$15,134
2026-05-20 2026-05-20 PrS Proposed sale
2.4
Datta Sanjay

Officer

Officer
7,985
28.77
US$229,740 		7,985 28.77 US$229,740
2026-05-20 2026-05-20 PrS Proposed sale
2.4
Darling Scott

Officer

Officer
6,634
28.78
US$190,912 		6,634 28.78 US$190,912
2026-05-18 2026-05-15 S Sale
Blankmeyer Andrea

Chief Financial Officer

Officer
101 -0.1%
30.54
US$3,085 		101 -0.1% 30.54 US$3,085
2026-05-18 2026-05-15 S Sale
Blankmeyer Andrea

Chief Financial Officer

Officer
4,184 -2.5%
30.05
US$125,717 		4,184 -2.5% 30.05 US$125,717
2026-05-18 2026-05-15 S Sale
Blankmeyer Andrea

Chief Financial Officer

Officer
2,759 -1.6%
28.96
US$79,901 		2,759 -1.6% 28.96 US$79,901
2026-05-18 2026-05-15 S Sale
2.4
Darling Scott

Chief Legal Officer

Officer
441 -0.4%
29.99
US$13,228 		441 -0.4% 29.99 US$13,228
2026-05-18 2026-05-15 S Sale
2.4
Darling Scott

Chief Legal Officer

Officer
286 -0.3%
28.84
US$8,248 		286 -0.3% 28.84 US$8,248
2026-05-18 2026-05-15 S Sale
2.4
Datta Sanjay

President, Capital& Enterprise

Officer
1,011 -0.3%
30.03
US$30,364 		1,011 -0.3% 30.03 US$30,364
2026-05-18 2026-05-15 S Sale
2.4
Datta Sanjay

President, Capital& Enterprise

Officer
806 -0.2%
28.96
US$23,343 		806 -0.2% 28.96 US$23,343
2026-05-15 2026-05-15 PrS Proposed sale
2.4
Datta Sanjay

Officer

Officer
1,817
29.56
US$53,707 		1,817 29.56 US$53,707
2026-05-15 2026-05-15 PrS Proposed sale
2.4
Darling Scott

Officer

Officer
727
29.54
US$21,476 		727 29.54 US$21,476
2026-05-15 2026-05-15 PrS Proposed sale
Blankmeyer Andrea

Officer

Officer
7,044
29.63
US$208,703 		7,044 29.63 US$208,703
2026-05-14 2026-05-13 B Purchase
2.8
Gu Paul

Chief Executive Officer

Executive Director
50,000 +250.0%
27.50
US$1,375,000 		50,000 +250.0% 27.50 US$1,375,000
2026-05-08 2026-05-07 B Purchase
3.1
Girouard Dave
Non-Executive Director Large shareholder
300 +0.0%
29.76
US$8,928 		300 +0.0% 29.76 US$8,928
2026-05-08 2026-05-07 B Purchase
3.1
Girouard Dave
Non-Executive Director Large shareholder
169,940 +2.0%
29.37
US$4,990,679 		169,940 +2.0% 29.37 US$4,990,679
2026-03-03 2026-03-02 PlS Planned sale
3.0
Mirgorodskaya Natalia

See Remarks

Officer
390 -1.1%
26.02
US$10,148 		390 -1.1% 26.02 US$10,148
2026-03-02 2026-03-02 PrS Proposed sale
3.0
Mirgorodskaya Natalia

Officer

Officer
390
26.02
US$10,148 		390 26.02 US$10,148
2026-02-27 2026-02-25 PlS Planned sale
3.0
Mirgorodskaya Natalia

See Remarks

Officer
866 -3.3%
28.79
US$24,932 		866 -3.3% 28.79 US$24,932
2026-02-25 2026-02-25 PrS Proposed sale
3.0
Mirgorodskaya Natalia

Officer

Officer
866
28.79
US$24,932 		866 28.79 US$24,932
2026-02-24 2026-02-20 PlS Planned sale
2.4
Datta Sanjay

Chief Financial Officer

Officer
7,982 -2.8%
29.86
US$238,375 		7,982 -2.8% 29.86 US$238,375
2026-02-24 2026-02-20 PlS Planned sale
3.0
Mirgorodskaya Natalia

See Remarks

Officer
633 -2.4%
29.90
US$18,925 		633 -2.4% 29.90 US$18,925
2026-02-24 2026-02-20 PlS Planned sale
2.4
Darling Scott

Chief Legal Officer

Officer
390 -1.2%
30.25
US$11,798 		390 -1.2% 30.25 US$11,798
2026-02-24 2026-02-20 S Sale
2.4
Darling Scott

Chief Legal Officer

Officer
6,478 -7.0%
29.85
US$193,394 		6,478 -7.0% 29.85 US$193,394
2026-02-20 2026-02-20 PrS Proposed sale
3.0
Mirgorodskaya Natalia

Officer

Officer
633
29.90
US$18,925 		633 29.90 US$18,925
2026-02-20 2026-02-20 PrS Proposed sale
2.4
Datta Sanjay

Officer

Officer
7,982
29.86
US$238,375 		7,982 29.86 US$238,375
2026-02-20 2026-02-20 PrS Proposed sale
2.4
Darling Scott

Officer

Officer
6,478
29.85
US$193,394 		6,478 29.85 US$193,394
2026-02-20 2026-02-20 PrS Proposed sale
2.4
Darling Scott

Officer

Officer
390
30.25
US$11,798 		390 30.25 US$11,798
2026-01-07 2026-01-05 PlS Planned sale
2.4
Darling Scott

Chief Legal Officer

Officer
1,000 -5.4%
50.00
US$50,000 		1,000 -5.4% 50.00 US$50,000
2026-01-05 2026-01-05 PrS Proposed sale
2.4
Darling Scott

Officer

Officer
1,000
50.00
US$50,000 		1,000 50.00 US$50,000
2025-12-16 2025-12-12 PlS Planned sale
2.4
Darling Scott

Chief Legal Officer

Officer
7,392 -29.8%
50.00
US$369,600 		7,392 -29.8% 50.00 US$369,600
2025-12-16 2025-12-12 PlS Planned sale
3.8
Cooper Kerry Whorton
Non-Executive Director
1,500 -5.9%
50.00
US$75,000 		1,500 -5.9% 50.00 US$75,000
2025-12-12 2025-12-12 PrS Proposed sale
2.4
Darling Scott

Officer

Officer
7,392
500.00
US$3,696,000 		7,392 500.00 US$3,696,000
2025-12-12 2025-12-12 PrS Proposed sale
3.8
Cooper Kerry Whorton

Director

Non-Executive Director
1,500
50.00
US$75,000 		1,500 50.00 US$75,000
2025-11-26 2025-11-25 PlS Planned sale
3.0
Mirgorodskaya Natalia

See Remarks

Officer
762 -2.8%
38.91
US$29,649 		762 -2.8% 38.91 US$29,649
2025-11-25 2025-11-25 PrS Proposed sale
3.0
Mirgorodskaya Natalia

Officer

Officer
762
38.91
US$29,649 		762 38.91 US$29,649
2025-11-24 2025-11-20 S Sale
3.0
Mirgorodskaya Natalia

See Remarks

Officer
80 -0.3%
36.95
US$2,956 		80 -0.3% 36.95 US$2,956
2025-11-24 2025-11-20 S Sale
3.0
Mirgorodskaya Natalia

See Remarks

Officer
741 -2.6%
36.58
US$27,107 		741 -2.6% 36.58 US$27,107
2025-11-24 2025-11-20 S Sale
2.4
Datta Sanjay

Chief Financial Officer

Officer
1,000 -0.4%
36.99
US$36,992 		1,000 -0.4% 36.99 US$36,992
2025-11-24 2025-11-20 S Sale
2.4
Datta Sanjay

Chief Financial Officer

Officer
12,624 -4.2%
36.54
US$461,331 		12,624 -4.2% 36.54 US$461,331
2025-11-24 2025-11-20 S Sale
2.4
Darling Scott

Chief Legal Officer

Officer
400 -0.4%
37.03
US$14,810 		400 -0.4% 37.03 US$14,810
2025-11-24 2025-11-20 S Sale
2.4
Darling Scott

Chief Legal Officer

Officer
7,323 -6.9%
36.55
US$267,670 		7,323 -6.9% 36.55 US$267,670
2025-11-20 2025-11-20 PrS Proposed sale
3.0
Mirgorodskaya Natalia

Officer

Officer
821
36.62
US$30,063 		821 36.62 US$30,063
2025-11-20 2025-11-20 PrS Proposed sale
2.4
Darling Scott

Officer

Officer
7,723
36.58
US$282,479 		7,723 36.58 US$282,479
2025-11-20 2025-11-20 PrS Proposed sale
2.4
Datta Sanjay

Officer

Officer
13,624
36.58
US$498,328 		13,624 36.58 US$498,328
2025-11-13 2025-11-11 B Purchase
2.8
Gu Paul

Chief Technology Offier

Executive Director
80,000 +inf%
39.23
US$3,138,400 		80,000 +inf% 39.23 US$3,138,400
2025-11-13 2025-11-11 B Purchase
2.8
Gu Paul

Chief Technology Offier

Executive Director
20,000 +inf%
39.22
US$784,400 		20,000 +inf% 39.22 US$784,400
2025-10-28 2025-10-24 PlS Planned sale
2.4
Darling Scott

Chief Legal Officer

Officer
1,000 -0.8%
55.01
US$55,012 		1,000 -0.8% 55.01 US$55,012
2025-10-24 2025-10-24 PrS Proposed sale
2.4
Darling Scott

Officer

Officer
1,000
55.01
US$55,012 		1,000 55.01 US$55,012
2025-10-03 2025-10-01 PlS Planned sale
2.4
Darling Scott

Chief Legal Officer

Officer
1,000 -0.8%
54.64
US$54,640 		1,000 -0.8% 54.64 US$54,640
2025-10-01 2025-10-01 PrS Proposed sale
2.4
Darling Scott

Officer

Officer
1,000
54.64
US$54,640 		1,000 54.64 US$54,640
2025-09-19 2025-09-17 PlS Planned sale
2.4
Darling Scott

Chief Legal Officer

Officer
1,000 -0.8%
70.01
US$70,010 		1,000 -0.8% 70.01 US$70,010
2025-09-17 2025-09-17 PrS Proposed sale
2.4
Darling Scott

Officer

Officer
1,000
70.01
US$70,010 		1,000 70.01 US$70,010
2025-09-17 2025-09-15 PlS Planned sale
3.1
Girouard Dave

Chief Executive Officer

Executive Director Large shareholder
6,842 -11.5%
65.41
US$447,562 		6,842 -11.5% 65.41 US$447,562
2025-09-17 2025-09-15 PlS Planned sale
3.1
Girouard Dave

Chief Executive Officer

Executive Director Large shareholder
34,825 -36.9%
64.84
US$2,257,983 		34,825 -36.9% 64.84 US$2,257,983
2025-09-15 2025-09-15 PrS Proposed sale
3.1
Girouard Dave

Officer; Director; 10% Stockholder

Executive Director Large shareholder
41,667
64.93
US$2,705,545 		41,667 64.93 US$2,705,545
2025-09-05 2025-09-03 PlS Planned sale
2.4
Darling Scott

Chief Legal Officer

Officer
4,000 -3.1%
69.41
US$277,654 		4,000 -3.1% 69.41 US$277,654
2025-09-03 2025-09-03 PrS Proposed sale
2.4
Darling Scott

Officer

Officer
4,000
69.41
US$277,654 		4,000 69.41 US$277,654
2025-09-04 2025-09-02 PlS Planned sale
3.0
Mirgorodskaya Natalia

See Remarks

Officer
1,439 -6.4%
69.21
US$99,593 		1,439 -6.4% 69.21 US$99,593
2025-09-04 2025-09-02 PlS Planned sale
3.8
Cooper Kerry Whorton
Non-Executive Director
500 -1.9%
69.21
US$34,605 		500 -1.9% 69.21 US$34,605
2025-09-04 2025-09-02 PlS Planned sale
2.8
Gu Paul

Chief Technology Offier

Executive Director
2,337 -0.2%
68.91
US$161,038 		2,337 -0.2% 68.91 US$161,038
2025-09-04 2025-09-02 PlS Planned sale
2.8
Gu Paul

Chief Technology Offier

Executive Director
2,663 -0.2%
68.35
US$182,021 		2,663 -0.2% 68.35 US$182,021
2025-09-02 2025-09-02 PrS Proposed sale
2.8
Gu Paul

Officer; Director

Executive Director
5,000
68.61
US$343,060 		5,000 68.61 US$343,060
2025-09-02 2025-09-02 PrS Proposed sale
3.0
Mirgorodskaya Natalia

Officer

Officer
1,439
69.21
US$99,593 		1,439 69.21 US$99,593
2025-09-02 2025-09-02 PrS Proposed sale
3.8
Cooper Kerry Whorton

Director

Non-Executive Director
500
69.21
US$34,605 		500 69.21 US$34,605
2025-08-27 2025-08-25 PlS Planned sale
2.4
Darling Scott

Chief Legal Officer

Officer
6,402 -4.9%
68.00
US$435,336 		6,402 -4.9% 68.00 US$435,336
2025-08-26 2025-08-25 PlS Planned sale
3.0
Mirgorodskaya Natalia

See Remarks

Officer
1,024 -4.3%
68.00
US$69,632 		1,024 -4.3% 68.00 US$69,632
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