undamentalytics Newsletter

Upstart Holdings, Inc. insider trading

Every open-market purchase and sale by Upstart Holdings, Inc.'s officers, directors and largest shareholders since November 4, 2021, and what the share price did next.

Insider purchase Insider sale Marker size reflects trade value. Weekly closes adjusted for splits; may be delayed.
Upstart Holdings, Inc. insider open-market trades
DateInsiderTrade SharesPriceValue 1M after 3M after 6M after

From insiders' Form 4 filings with the SEC: open-market purchases and sales only (awards, option exercises and shares withheld for tax are excluded), combined to one line per insider per day. "Plan" marks trades the filing says were made under a pre-set Rule 10b5-1 trading plan, which are scheduled in advance. Price changes run from the close on the trade date; hover a figure for the change relative to the S&P 500. Past moves don't predict future ones.

Does following Upstart Holdings, Inc.’s insiders pay?

From December 21, 2020 to September 10, 2026, 12 insiders reported 5 open-market purchases and 77 sales not made under a pre-set plan in Upstart Holdings, Inc. Twelve months after each purchase was reported, the shares were −24.3% against the S&P 500 on average (median −24.3%), over 1 purchase with a full year of prices; 0% beat the index. After sales, the shares moved +12.5% against the index over 12 months (a negative figure means selling was the right call). That rests on fewer than 20 purchases, too few to read much into. Buying each purchase the day after it was reported, an equal amount each, held 12 months or until that insider reported a sale, would have turned $10,000 on May 18, 2023 into $6,123 by November 2, 2026, −13.3% a year. It held shares 57% of the time; the S&P 500 on those same days, with Treasury bills otherwise, made $15,622 (+13.8% a year), and held throughout $18,846 (+20.2%).

$0$10.0k$20.0k 2023202420252026 $18.8k$15.6k$6.1k
Copying Upstart Holdings, Inc.'s insidersS&P 500, same days investedS&P 500, held throughout $10,000 copying every open-market purchase by Upstart Holdings, Inc.'s insiders from May 18, 2023, before costs and taxes, marked weekly. Uninvested money earns the Treasury bill rate; the portfolio held shares 57% of the time.
Upstart Holdings, Inc.: each insider's record
InsiderRolePurchases12 months after their purchasesBeat the S&P 500Sales12 months after their salesLatest report
Mirgorodskaya Natalia See Remarks 0 — — 19 −2.6% (15) August 21, 2026
Datta Sanjay President, Capital& Enterprise 0 — — 16 −30.4% (8) September 10, 2026
Darling Scott Chief Legal Officer 0 — — 13 +12.1% (8) August 21, 2026
Girouard Dave Chief Executive Officer 1 — — 10 +55.6% (10) May 8, 2026
Gu Paul Chief Executive Officer 3 — — 8 +69.0% (8) September 10, 2026
Loeb Daniel S 10% owner 0 — — 3 −78.9% (3) December 3, 2021
Third Point LLC 10% owner 0 — — 3 −77.5% (3) December 3, 2021
Cooper Kerry Whorton Director 1 −24.3% (1) 0% 1 +10.8% (1) May 17, 2023
Blankmeyer Andrea Chief Financial Officer 0 — — 1 — May 18, 2026
Counselman Anna M. SVP, People and Operations 0 — — 1 +174.6% (1) December 21, 2020
Nicoll Alison General Counsel 0 — — 1 +174.6% (1) December 21, 2020
Singh Cassidy Sukhinder Director 0 — — 1 −78.1% (1) November 23, 2021

Moves are the shares’ return including dividends minus the S&P 500’s, from the close on the first trading day after each report; the number of trades with a finished 12-month window is in brackets. Green means the trade went the insider’s way (a purchase ahead of the index, a sale followed by the shares trailing it). A trade reported both by a director or officer and by a fund or company they are linked to counts once here, under the person. Purchases count only where the share price actually traded was at least $5. These figures describe what the shares did, not why anyone traded. Insiders across all companies.

When several insiders traded Upstart Holdings, Inc.

Months when 2 or more insiders became net buyers, or 3 or more net sellers, of Upstart Holdings, Inc. in reports dated in the 91 days before the month end, and how the stock did against the S&P 500 from that month end. After 5 selling crowds, +19.3%. One company's history is too short to judge by; the test across every company is the better guide.

MonthCrowd3 months on, vs S&P 5006 months12 months
May 29, 20264 selling−15.9%not yetnot yet
November 28, 20253 selling−37.0%−39.7%not yet
November 29, 20244 selling−21.0%−35.2%−57.4%
February 28, 20234 selling+50.7%+58.7%+8.9%
November 30, 20214 selling−19.9%−68.1%−81.3%
December 31, 20204 selling+235.8%+180.7%+242.6%

Colours show whether the crowd was right: green when buyers were followed by a rise above the index, or sellers by a fall below it. Total returns from the month end; past patterns are not a forecast.

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