Insider Trading
Current insider transactions (SEC Form 4) — buys and sells by officers, directors, and major shareholders.
| Ticker | Insider | Title | Date | Transaction | Price ($) | Shares | Value ($) | SEC Form 4 |
|---|---|---|---|---|---|---|---|---|
| UPWK | Gessert Erica | Chief Financial Officer | 09/18/2026 | Verkauf | 8.45 | 9,336 | 78,897 | Form 4 |
| UPWK | Gessert Erica | Chief Financial Officer | 09/18/2026 | Optionsausübung | — | 9,700 | — | Form 4 |
| UPWK | Gessert Erica | Chief Financial Officer | 09/18/2026 | Optionsausübung | — | 8,433 | — | Form 4 |
| UPWK | Mekhalfa Sabrina | Chief Accounting Officer | 09/18/2026 | Verkauf | 8.45 | 1,299 | 10,978 | Form 4 |
| UPWK | Mekhalfa Sabrina | Chief Accounting Officer | 09/18/2026 | Optionsausübung | — | 3,578 | — | Form 4 |
| UPWK | Kappus Anthony Ray | GM & Chief Operating Officer | 09/18/2026 | Verkauf | 8.45 | 45,732 | 386,472 | Form 4 |
| UPWK | Kappus Anthony Ray | GM & Chief Operating Officer | 09/18/2026 | Optionsausübung | — | 114,860 | — | Form 4 |
| UPWK | Brown Hayden | President & CEO | 09/18/2026 | Verkauf | 8.45 | 23,893 | 201,917 | Form 4 |
| UPWK | Brown Hayden | President & CEO | 09/18/2026 | Optionsausübung | — | 28,677 | — | Form 4 |
| UPWK | Brown Hayden | President & CEO | 09/18/2026 | Optionsausübung | — | 17,733 | — | Form 4 |
| UPLD | Simon Jennifer L. | Chief Financial Officer | 09/16/2026 | Steuer-Abgabe | 3.95 | 1,117 | 4,407 | Form 4 |
| UPLD | Doman Dan | Chief Operating & Product Ofcr | 09/16/2026 | Steuer-Abgabe | 3.95 | 2,952 | 11,646 | Form 4 |
| UPLD | Nathaniel Sean | CEO and President | 09/16/2026 | Steuer-Abgabe | 3.95 | 1,640 | 6,470 | Form 4 |
| UPB | Deykin Aaron | Chief Medical Officer | 09/16/2026 | Verkauf | 5.49 | 895 | 4,914 | Form 4 |
| UPB | Sutherland Everett Rand | Chief Executive Officer | 09/16/2026 | Verkauf | 5.49 | 2,095 | 11,502 | Form 4 |
| UPB | Houghton Adam | Chief Business Officer | 09/16/2026 | Verkauf | 5.49 | 700 | 3,843 | Form 4 |
| UPB | Gray Michael | CFO and COO | 09/16/2026 | Verkauf | 5.49 | 853 | 4,683 | Form 4 |
| UPB | Ambrose Allison | General Counsel | 09/16/2026 | Verkauf | 5.49 | 485 | 2,663 | Form 4 |
| UPST | Gu Paul | Chief Executive Officer | 09/10/2026 | Kauf | 25.55 | 50,000 | 1,277,500 | Form 4 |
| UP | Knopf Matthew J. | Chief Legal Officer | 09/09/2026 | Steuer-Abgabe | 4.04 | 4,345 | 17,554 | Form 4 |
| UPST | Datta Sanjay | President, Capital& Enterprise | 09/08/2026 | Verkauf | 27.29 | 116,000 | 3,166,197 | Form 4 |
| UPST | Datta Sanjay | President, Capital& Enterprise | 09/08/2026 | Optionsausübung | 1.35 | 300,000 | 405,000 | Form 4 |
| UP | Wells Meaghan Danielle | Chief Growth Officer | 09/08/2026 | Verkauf | 4.39 | 923 | 4,052 | Form 4 |
| UP | Chatkewitz Alexander | Chief Accounting Officer | 09/05/2026 | Steuer-Abgabe | 4.36 | 188 | 820 | Form 4 |
| UPBD | Montrone Ralph T. | EVP, Acima | 09/01/2026 | Zuteilung | — | 33,226 | — | Form 4 |
| UPBD | Taylor Transient C | EVP, CHRO | 09/01/2026 | Zuteilung | — | 22,430 | — | Form 4 |
| UPBD | Blasquez Anthony J | EVP-RAC | 09/01/2026 | Zuteilung | — | 32,962 | — | Form 4 |
| UP | CK Wheels LLC | 10% Owner | 08/31/2026 | Verkauf | 4.61 | 9,363 | 43,163 | Form 4 |
| UP | Wells Meaghan Danielle | Chief Growth Officer | 08/26/2026 | Steuer-Abgabe | 5.06 | 298 | 1,508 | Form 4 |
| UP | Lauria Kristen | Chief Marketing Officer | 08/26/2026 | Steuer-Abgabe | 5.06 | 383 | 1,938 | Form 4 |
| UP | Lauria Kristen | Chief Marketing Officer | 08/26/2026 | Steuer-Abgabe | 5.06 | 146 | 739 | Form 4 |
| UP | Knopf Matthew J. | Chief Legal Officer | 08/26/2026 | Steuer-Abgabe | 5.06 | 377 | 1,908 | Form 4 |
| UP | Kedzior Brian Joseph | Chief People Officer | 08/26/2026 | Steuer-Abgabe | 5.06 | 305 | 1,543 | Form 4 |
| UP | Kedzior Brian Joseph | Chief People Officer | 08/26/2026 | Steuer-Abgabe | 5.06 | 105 | 531 | Form 4 |
| UP | Holtz David L | Chief Operating Officer | 08/26/2026 | Steuer-Abgabe | 5.06 | 373 | 1,887 | Form 4 |
| UP | Holtz David L | Chief Operating Officer | 08/26/2026 | Steuer-Abgabe | 5.06 | 134 | 678 | Form 4 |
| UP | Godsman David | Chief Digital Officer | 08/26/2026 | Steuer-Abgabe | 5.06 | 362 | 1,832 | Form 4 |
| UP | Godsman David | Chief Digital Officer | 08/26/2026 | Steuer-Abgabe | 5.06 | 130 | 658 | Form 4 |
| UP | Chatkewitz Alexander | Chief Accounting Officer | 08/26/2026 | Steuer-Abgabe | 5.06 | 274 | 1,386 | Form 4 |
| UP | Briffa Mark | Chief Sales Officer | 08/26/2026 | Steuer-Abgabe | 5.06 | 646 | 3,269 | Form 4 |
| UP | Briffa Mark | Chief Sales Officer | 08/26/2026 | Steuer-Abgabe | 5.06 | 257 | 1,300 | Form 4 |
| UPST | Mirgorodskaya Natalia | See Remarks | 08/25/2026 | Verkauf | 30.03 | 913 | 27,417 | Form 4 |
| UPBD | Blasquez Anthony J | EVP-RAC | 08/21/2026 | Verkauf | 18.85 | 10,000 | 188,500 | Form 4 |
| UPST | Mirgorodskaya Natalia | See Remarks | 08/20/2026 | Verkauf | 28.09 | 586 | 16,461 | Form 4 |
| UPST | Datta Sanjay | President, Capital& Enterprise | 08/20/2026 | Verkauf | 28.09 | 8,945 | 251,298 | Form 4 |
| UPST | Darling Scott | Chief Legal Officer | 08/20/2026 | Verkauf | 28.09 | 7,696 | 216,216 | Form 4 |
| UPST | Datta Sanjay | President, Capital& Enterprise | 08/19/2026 | Verkauf | 31.46 | 10,000 | 314,633 | Form 4 |
| UPST | Blankmeyer Andrea | Chief Financial Officer | 08/19/2026 | Verkauf | 29.33 | 3,000 | 87,990 | Form 4 |
| UPWK | Gessert Erica | Chief Financial Officer | 08/18/2026 | Verkauf | 8.43 | 22,844 | 192,477 | Form 4 |
| UPWK | Gessert Erica | Chief Financial Officer | 08/18/2026 | Optionsausübung | — | 8,524 | — | Form 4 |
| UPWK | Gessert Erica | Chief Financial Officer | 08/18/2026 | Optionsausübung | — | 37,500 | — | Form 4 |
| UPWK | Kappus Anthony Ray | GM & Chief Operating Officer | 08/18/2026 | Verkauf | 8.43 | 1,964 | 16,548 | Form 4 |
| UPWK | Kappus Anthony Ray | GM & Chief Operating Officer | 08/18/2026 | Optionsausübung | — | 5,115 | — | Form 4 |
| UPWK | Brown Hayden | President & CEO | 08/18/2026 | Verkauf | 8.43 | 50,000 | 421,355 | Form 4 |
| UPWK | Brown Hayden | President & CEO | 08/18/2026 | Verkauf | 8.43 | 23,241 | 195,822 | Form 4 |
| UPWK | Brown Hayden | President & CEO | 08/18/2026 | Optionsausübung | — | 13,639 | — | Form 4 |
| UPWK | Brown Hayden | President & CEO | 08/18/2026 | Optionsausübung | — | 18,333 | — | Form 4 |
| UPWK | Brown Hayden | President & CEO | 08/18/2026 | Optionsausübung | — | 14,850 | — | Form 4 |
| UPST | Blankmeyer Andrea | Chief Financial Officer | 08/17/2026 | Verkauf | 29.36 | 7,175 | 210,646 | Form 4 |
| UPST | Datta Sanjay | President, Capital& Enterprise | 08/17/2026 | Verkauf | 29.36 | 2,033 | 59,683 | Form 4 |
A compact market overview — not investment advice. Source: fundamental data & SEC filings (annual and quarterly reports, 10-K/10-Q).