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Upstart Holdings, Inc. planned insider sales

In the last twelve months insiders at Upstart Holdings, Inc. filed 31 Form 144 notices of planned sales, 247,430 shares worth $10.7 million at the time of filing, from 5 sellers. The latest, filed 8 September 2026: Datta Sanjay (officer), 116,000 shares worth $3.2 million, planned for around 8 September 2026 through Charles Schwab & Co., Inc.. One notice's value as filed does not match the share price that day; it is marked in the table.

FiledSellerRelationshipSharesValuePlanned saleSold, per Form 4BrokerHow acquiredFiling
8 September 2026Datta SanjayOfficer116,000$3.2 million8 September 2026116,000 shares from 8 September 2026Charles Schwab & Co., Inc.Employee Stock Option ExerciseForm 144
25 August 2026Mirgorodskaya NataliaOfficer913$27,41725 August 2026913 shares from 25 August 2026Charles Schwab & Co., Inc.Restricted Stock LapseForm 144
20 August 2026Mirgorodskaya NataliaOfficer586$16,46120 August 2026586 shares from 20 August 2026Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
20 August 2026Darling ScottOfficer7,696$216,21620 August 20267,696 shares from 20 August 2026Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
20 August 2026Datta SanjayOfficer8,945$251,29820 August 202618,945 shares from 19 August 2026Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
19 August 2026Blankmeyer AndreaOfficer3,000$87,99019 August 20263,000 shares from 19 August 2026Charles Schwab & Co., Inc.Restricted Stock LapseForm 144
19 August 2026Datta SanjayOfficer10,000$314,63319 August 2026None on Form 4 yetCharles Schwab & Co., Inc.Restricted Stock LapseForm 144
17 August 2026Darling ScottOfficer814$23,89817 August 2026814 shares from 17 August 2026Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
17 August 2026Datta SanjayOfficer2,033$59,68317 August 20262,033 shares from 17 August 2026Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
17 August 2026Blankmeyer AndreaOfficer7,175$210,64617 August 20267,175 shares from 17 August 2026Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
9 June 2026Datta SanjayOfficer15,000$456,1169 June 202615,000 shares from 9 June 2026Charles Schwab & Co., Inc.Restricted Stock LapseForm 144
26 May 2026Mirgorodskaya NataliaOfficer974$28,23626 May 2026974 shares from 26 May 2026Charles Schwab & Co., Inc.Restricted Stock LapseForm 144
20 May 2026Mirgorodskaya NataliaOfficer526$15,13420 May 2026526 shares from 20 May 2026Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
20 May 2026Darling ScottOfficer6,634$190,91220 May 20266,634 shares from 20 May 2026Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
20 May 2026Datta SanjayOfficer7,985$229,74020 May 20267,985 shares from 20 May 2026Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
15 May 2026Darling ScottOfficer727$21,47615 May 2026727 shares from 15 May 2026Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
15 May 2026Datta SanjayOfficer1,817$53,70715 May 20261,817 shares from 15 May 2026Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
15 May 2026Blankmeyer AndreaOfficer7,044$208,70315 May 20267,044 shares from 15 May 2026Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
2 March 2026Mirgorodskaya NataliaOfficer390$10,1482 March 2026390 shares from 2 March 2026Charles Schwab & Co., Inc.ESPPForm 144
25 February 2026Mirgorodskaya NataliaOfficer866$24,93225 February 2026866 shares from 25 February 2026Charles Schwab & Co., Inc.Restricted Stock LapseForm 144
20 February 2026Darling ScottOfficer390$11,79820 February 2026No matching Form 4 saleCharles Schwab & Co., Inc.ESPPForm 144
20 February 2026Mirgorodskaya NataliaOfficer633$18,92520 February 2026633 shares from 20 February 2026Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
20 February 2026Darling ScottOfficer6,478$193,39420 February 20266,868 shares from 20 February 2026Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
20 February 2026Datta SanjayOfficer7,982$238,37520 February 20267,982 shares from 20 February 2026Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
5 January 2026Darling ScottOfficer1,000$50,0005 January 20261,000 shares from 5 January 2026Charles Schwab & Co., Inc.Employee Stock Option ExerciseForm 144
12 December 2025Cooper Kerry WhortonDirector1,500$75,00012 December 20251,500 shares from 12 December 2025Charles Schwab & Co., Inc.Restricted Stock LapseForm 144
12 December 2025Darling ScottOfficer7,392$3.7 million
value as filed; does not match the share price that day		12 December 20257,392 shares from 12 December 2025Charles Schwab & Co., Inc.Employee Stock Option Exercise; Restricted Stock Lapse - See RemarksForm 144
25 November 2025Mirgorodskaya NataliaOfficer762$29,64925 November 2025762 shares from 25 November 2025Charles Schwab & Co., Inc.Restricted Stock LapseForm 144
20 November 2025Mirgorodskaya NataliaOfficer821$30,06320 November 2025821 shares from 20 November 2025Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
20 November 2025Darling ScottOfficer7,723$282,47920 November 20257,723 shares from 20 November 2025Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
20 November 2025Datta SanjayOfficer13,624$498,32820 November 202513,624 shares from 20 November 2025Charles Schwab & Co., Inc.Restricted Stock Lapse - See RemarksForm 144
A Form 144 is the notice an insider files with the SEC before selling restricted or control shares over the Rule 144 thresholds; it says what may be sold, not what was.
Read moreValue is the filer's own aggregate market value. Sold, per Form 4: the same seller's open-market sales on Form 4 from the notice's date to 90 days after, added up, as they appear on the insiders page; a holder who files no Form 4, such as some large holders, never shows one. What is a Form 144?