{
  "id": 2446642,
  "title": "Upstart chief legal officer Scott Darling sells $216,216 in shares",
  "url": "https://urgent.news/2026/08/21/upstart-chief-legal-officer-scott-darling-sells-216-216-in-shares",
  "topic": "finance",
  "section": "Finance & Markets",
  "published": "2026-08-21T22:31:58.000Z",
  "source": {
    "name": "Investing.com",
    "slug": "investing-com",
    "url": "https://www.investing.com/news/insider-trading-news/upstart-chief-legal-officer-scott-darling-sells-216216-in-shares-93CH-4872207"
  },
  "original_language": "en",
  "account": "Upstart Holdings, Inc. (NASDAQ: UPST) Chief Legal Officer Scott Darling sold 7,696 shares of the company's common stock on August 20, 2026, for a total of $216,216. The shares were sold at prices between $27.975 and $28.56, with a weighted average price of $28.0946. Currently, the stock trades at $30.29, down 52% year-over-year, though analysts at InvestingPro assert the company remains undervalued based on its Fair Value assessment. The transactions were made to satisfy tax withholding obligations associated with the vesting of restricted stock units (RSUs). After the sale, Mr. Darling directly owns 73,306 shares of Upstart common stock, while 46,610 shares remain indirectly held through the Darling Family Trust. Some of these holdings include RSUs, which provide a right to receive one share of common stock upon vesting. Moreover, 6,184 shares were previously deposited into the Darling Family Trust. Upstart Holdings reported strong second-quarter 2026 results, surpassing revenue expectations with $364.7 million in revenue, surpassing the projected $347.2 million. However, the company missed earnings estimates, with adjusted diluted EPS at $0.16 compared to the anticipated $0.18. GAAP profitability was restored, signaling a positive shift for the company. Mizuho reaffirmed its Outperform rating and price target of $45.00, expressing optimism about the company's prospects, particularly given the conservative nature of Upstart's 2026 guidance.",
  "summary": "Chief Legal Officer at Upstart Holdings, Scott Darling, sold 7,696 shares of the company's common stock on August 20, 2026, totaling $216,216. The shares were sold at prices ranging from $27.975 to $28.56, with a weighted average price of $28.0946. This transaction was made to cover tax withholding obligations associated with the vesting of restricted stock units (RSUs). Post-transaction, Mr. Darling holds 73,306 shares directly and an additional 46,610 indirectly through his Darling Family Trust. Upstart Holdings reported its second-quarter 2026 financial results, exceeding revenue expectations with $364.7 million in revenue, while missing earnings estimates with an adjusted diluted EPS of $0.16. Despite this, the company returned to GAAP profitability. Mizuho reiterated its Outperform rating for Upstart, maintaining a price target of $45.00, and highlighted the company's conservative 2026 guidance.",
  "key_points": [],
  "editors_take": null,
  "illustration": null,
  "coverage": {
    "outlets": 2,
    "also_reported_by": [
      {
        "outlet": "Investing.com",
        "title": "Fold Holdings CFO sells $1,297 in common stock",
        "url": "https://urgent.news/2026/08/21/fold-holdings-cfo-sells-1-297-in-common-stock",
        "published": "2026-08-21T03:01:04.000Z"
      }
    ]
  },
  "ai_generated": true,
  "disclaimer": "Summaries, key points and the editor’s take are written by software from other outlets’ reporting and may contain errors — always check the linked original."
}