Traders should watch for downward pressure on UPST ahead of the next earnings report or corporate announcement. The concentration of sales among C-suite executives increases the signal strength — consider reducing long exposure or hedging with puts if no fundamental catalysts are imminent.
Price Chart
Executive Summary
Three Upstart insiders, including the CFO and Chief Legal Officer, sold shares in a coordinated cluster over a single day, totaling nearly $451,000. The sales represent material divestitures by senior executives, with the CFO accounting for over half the value. This suggests a lack of confidence in near-term stock performance, especially given the absence of any offsetting insider buys.
Key Financial Metrics
Key Facts
- CFO Sanjay Datta sold $238,375 worth of shares, representing a significant portion of the total insider selling.
- Chief Legal Officer Scott Darling sold $193,394 worth of shares on the same day.
- All three trades occurred on 2026-02-20, indicating a coordinated timing window.
- Total value of insider sales in the past 7 days: $450,694.322.
- No insider purchases were reported in the same period.
Financial Impact
$450.7K in insider selling over 7 days, all on the same day by senior executives
Risk Factors
- Insiders may be selling for personal liquidity needs unrelated to company prospects.
- Lack of accompanying filing context (e.g., 10-K, 8-K) limits ability to tie this directly to a material business change.
Market Snapshot
Investment Themes
Documents Analyzed
This report is based on 1 SEC document filed with EDGAR.
| Document | Accession Number |
|---|---|
| CONTEXT: Insider Cluster Data (3 trades, 7d window) | cluster-UPST-1771969667362 |
Filters
| Type | Now | ||||
|---|---|---|---|---|---|
Sep 10, 2026 21d ago | Insider Cluster | $25.59 $25.00 | ▼ −2.31% | ▼ −2.08% | $22.81 (−10.86%) |
Aug 27, 2026 5w ago | Insider Cluster | $29.08 $28.05 | ▼ −3.54% | ▼ −3.65% | $22.81 (−21.56%) |
Aug 21, 2026 5w ago | Insider Cluster | $29.89 $28.68 | ▲ +4.05% | ▲ +4.52% | $22.81 (+23.69%) |
Aug 19, 2026 6w ago | Insider Cluster | $30.60 $30.47 | ▼ −0.42% | ▼ −0.04% | $22.81 (−25.46%) |
May 27, 2026 18w ago | Insider Cluster | $32.69 $32.27 | ▼ −1.28% | ▼ −1.60% | $22.81 (−30.22%) |
May 20, 2026 19w ago | 144 | $28.85 $32.69 | ▲ +13.31% | ▲ +11.71% | $22.81 (−20.94%) |
May 19, 2026 19w ago | 8-K | $28.08 $30.45 | ▲ +8.44% | ▲ +6.19% | $22.81 (−18.77%) |
May 18, 2026 19w ago | Insider Cluster | $28.08 $30.45 | ▲ +8.44% | ▲ +6.19% | $22.81 (−18.77%) |
May 15, 2026 19w ago | 144 | $27.94 $30.62 | ▲ +9.59% | ▲ +7.97% | $22.81 (−18.36%) |
May 7, 2026 21w ago | Insider Cluster | $29.00 $29.71 | ▲ +2.45% | ▲ +0.15% | $22.81 (−21.34%) |
US Market Status
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