UiPath COO Buys 288,321 Shares on Vesting, Signaling Insider Confidence Amid AI Pivot

Insider Activity Spotlight: Gupta Ashim’s Recent Purchase at UiPath Inc.

The latest insider transaction from COO & CFO Gupta Ashim on February 25, 2026, shows a purchase of 288,321 Class A common shares at no disclosed price (reported as $0.00) following the vesting of performance‑based restricted stock units (PSUs). The transaction occurs on the same day a 10‑day social‑media buzz of 232 % and a negative sentiment score of –21, indicating heightened discussion but largely cautious sentiment. For investors, the timing—just after a modest 0.06 % rise in the share price and a 3.33 % weekly decline—suggests that insiders are buying in a period of mild consolidation, perhaps to reinforce confidence amid a recent 28 % monthly decline.

Implications for Investors and the Company’s Outlook

Gupta’s purchase, coupled with a significant sharehold of 845,349 shares post‑transaction, signals management’s long‑term conviction. Historically, Gupta has traded in a high‑volume, high‑frequency manner—buying 148,009 shares in October 2025 at $0.75, then selling roughly 181,745 shares at $17.01 and 32,144 shares at $17.74 in the same month. Such pattern indicates a willingness to lock in gains when the stock is trading above the $17–$18 range, yet the recent purchase at a $0.00 price (reflective of vested PSUs) suggests a move to increase equity exposure without diluting cash.

For shareholders, the transaction is a positive signal: insiders are not liquidating holdings but rather accumulating equity, potentially counterbalancing the aggressive sell‑off activity seen in other senior executives (e.g., CEO Dines Daniel’s 45,000‑share monthly sales in December 2025). The continued accumulation may support share price stability, especially as UiPath navigates its pivot toward AI‑powered automation and the Agentic AI Foundation partnership.

Gupta Ashim: A Profile of Transaction Behavior

Across the 2025‑2026 window, Gupta’s activity shows a dual strategy. He is active in buying when the share price dips below $1 (the vesting price of PSUs) and selling when the market hovers around $17–$18, suggesting a tactical approach to capturing upside while maintaining liquidity. His overall holding has grown from 939,991 shares pre‑transaction (October 2025) to 845,349 shares after the February 2026 purchase, reflecting a net increase in equity stake despite occasional sales. This pattern contrasts with peers: Brad Brubaker (GC & Chief Legal Officer) has been selling shares in December 2025, while Ramani Hitesh (Chief Accounting Officer) has had modest selling activity in October 2025.

Gupta’s trading frequency—multiple buy/sell events in a single day (October 2025) and a consistent pattern of large block transactions—indicates that he manages his portfolio with a focus on market timing and performance‑based incentives. For investors, this translates into a relatively stable, insider‑supported share base, which could be reassuring in a volatile sector.

Concluding Takeaway for Investors

UiPath’s recent insider activity, highlighted by Gupta Ashim’s PSU‑based purchase, underscores management confidence amid a challenging market backdrop. The move aligns with a broader strategic push into AI and autonomous agents, positioning UiPath to capture new growth avenues while maintaining shareholder value. Investors should view the insider buying as a bullish signal, particularly when contrasted with the broader selling trend among other senior executives. As the company navigates its AI initiatives, a supportive insider base may help smooth out price swings and reinforce long‑term value creation.