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EdgarHawk

Darling Scott

Chief Legal Officer

Officer
5 filings analyzed · 1 company · Latest 2025-03-04

Companies

Company Buys Sells Direction
Upstart Holdings, Inc. UPST 0 25 Net selling

Activity

March 2025
2025-03-04 Upstart Holdings, Inc. UPST
high
Sell
17,507 shares
$1,145,544
Significance 6/10

CLO Darling Scott sells 17.5K shares at avg $65.43; stock now $59.26, down -33.2% from 52-week high.

Darling Scott, Chief Legal Officer, executed 4 separate sales totaling 17,507 shares for $1,145,543.59 on 2025-02-28 and 2025-03-03 at prices ranging from $64.65 to $67.89, reducing his holdings by 10.4% from 167,636 to 150,129 shares. The blended average price of $65.43 sits above the current price of $59.26 but well below the 52-week high of $88.77; the stock has declined -33.2% from its peak and -8.5% over the prior 30 days. At the same ticker (UPST), Scott's 5 prior sells over the past four months averaged gains of +35% at the 30-day mark and +16% at 90 days, indicating those earlier sales preceded sustained price appreciation rather than declines—a pattern suggesting his prior timing at this ticker has not anticipated downside. The company remains unprofitable on a full-year basis (net income $-6.8M) despite posting revenue of $162.1M and annual growth of +23.9%, creating a backdrop where insider liquidations may reflect portfolio rebalancing absent near-term fundamental catalysts.

November 2024
2024-11-05 Upstart Holdings, Inc. UPST
low
Sell
10,891 shares
$527,376
Significance 4/10

CLO Darling Scott sells 10,891 shares of UPST for $527,376.44 in two transactions on 2024-11-01.

Chief Legal Officer Darling Scott executed 2 separate sales totaling 10,891 shares for $527,376.44 at an average price of $48.42 per share, reducing his holdings by 6.5% to 157,171 shares. The sales occurred as UPST stock has rebounded +22.5% over the past 30 days and +52.0% over the past 90 days from its 52-week low, now trading near $50.60. Scott's cross-ticker track record shows 10 prior sells with an average 30-day return of -2.9%, but his prior trades at UPST have not yet generated measurable 90-day outcomes. The company remains unprofitable with annual revenue declining 39.0% year-over-year and a recent quarterly net loss of $54.5M on revenue of $127.6M. The transaction's significance is modest given the 6.5% reduction in Scott's remaining stake and the lack of an evident timing pattern in his prior UPST sales to inform the current move.

October 2024
2024-10-15 Upstart Holdings, Inc. UPST
high
Sell
104,000 shares
$5,101,519
Significance 6/10

CLO Scott Darling sells 104,000 UPST shares for $5.1M across 3 trades; holdings fall 40.6% to 152.0K shares

Darling Scott, Chief Legal Officer, executed 3 separate sales totaling 104,000 shares for $5,101,519.20 between October 11 and October 14, 2024, reducing his holdings by 40.6% from 256,043 to 152,043 shares. The sales occurred at prices ranging from $45.00 to $50.02, with a blended average of $49.05, against a current price of $52.91 and a 52-week high of $54.07. The company's fundamentals show material headwinds: annual revenue growth declined 39.0% year-over-year, the most recent quarter posted a net loss of $54,470,000.00 on revenue of $127,630,000.00, and the company was unprofitable over its full fiscal year. Notably, the stock has rallied 39.1% over the prior 30 days and 71.2% over 90 days—a recovery period during which Darling's prior sales at this ticker showed mixed outcomes (ranging from -9.2% to +4.3% 30-day performance). The substantial liquidation of a material portion of his holdings during a period of stock strength, against the backdrop of deteriorating operating performance, merits attention to the timing and context of the disposal.

September 2024
2024-09-03 Upstart Holdings, Inc. UPST
high
Sell
39,000 shares
$1,755,000
Significance 6/10

Chief Legal Officer Darling Scott sells 39,000 shares (19.1% of holdings) at $45.00; stock now down 19.1% from 52-week high.

Darling Scott, Chief Legal Officer at Upst Holdings, Inc., executed 2 separate sales totaling 39,000 shares for $1,755,000.00 on 2024-08-29 at $45.00 per share, reducing his holdings from 203.9K shares to 164.9K shares (-19.1%). The sale occurred just 9 days after a series of five earlier sales at UPST on 2024-08-19 and 2024-08-20, suggesting sustained insider liquidation activity. The company context is material: Upstart reported negative net income of $-54,470,000.00 in its latest quarter, annual revenue declined -39.0% year-over-year, and the market cap stands at $3.4B. The stock's current price of $38.26 is 19.1% below its 52-week high of $47.31 — the exact percentage of holdings he sold — despite a strong 30-day rally of +61.0%. While the timing of prior trades in this ticker remains unmeasurable, the rapid succession of sales by a C-suite executive during a period of negative earnings and declining revenue deserves monitoring.

August 2024
2024-08-21 Upstart Holdings, Inc. UPST
medium
Sell
31,190 shares
$1,236,790
Significance 4/10

CLO Darling Scott sold 31,190 shares (31.2K) for $1,236,789.88 across 5 transactions on 2024-08-19/20 at $39.65 blended average.

Darling Scott, Chief Legal Officer of Upstart Holdings, executed 5 separate sales totaling 31,190 shares for $1,236,789.88, reducing his post-transaction holdings to 176,870 shares from 208,060 shares (a -15.0% reduction in position). The blended average sale price of $39.65 fell slightly below the current price of $40.64, and the timing of the sale occurs during a period of significant stock appreciation: the stock is up 47.0% over 30 days and 75.5% over 90 days, though it remains -14.1% below its 52-week high of $47.31. In the broader context, Upstart faces material headwinds: the company reported a $-54.5M net loss in its latest quarter, annual revenue has contracted -39.0% year-over-year, and full-year net income was negative despite reported quarterly revenue of $127.6M. The scale and multi-transaction nature of this sale—a 15% reduction in holdings executed over two trading days—coupled with the company's unprofitability and negative revenue growth trajectory, merit investor attention to whether this reflects the CLO's portfolio allocation decisions in light of current operational challenges.

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