HUBS HUBSPOT INC Insider Trading

Director Brian Halligan sold 8,500 shares of HUBS at $220.00 for $1,870,000 on 2026-05-19 per 10b5-1 plan

Brian Halligan (Director) executed a sale of 8,500 shares at $220.00 as part of a pre-arranged 10b5-1 trading plan on 2026-05-19, reducing his holdings by 2.3% from 362,000 to 353,500 shares. The stock currently trades at $198.37, -70.4% from its 52-week high of $669.46, and has declined 13.9% over 30 days and 15.0% over 90 days. His prior same-ticker sales at HUBS showed mixed outcomes: sales on 2026-03-17, 2026-02-17, 2026-01-20, 2025-12-16, and 2025-11-18 resulted in 30-day returns of -15.1%, +3.7%, -21.1%, -10.3%, and +6.0% respectively. The company reports revenue of $880,995,000 in the latest quarter with annual revenue growth of +19.2%, but trades at a P/E of 101.21 with a market cap of $10,160,063,083.80. This transaction is scheduled under a 10b5-1 plan and does not reflect discretionary trading decisions.

Director Lorrie Norrington buys 1,313 shares of HUBS at $190.42; first open-market purchase after 9 prior sales in 36 months.

Lorrie Norrington, a director, has purchased shares for the first time on the open market after a three-year pattern of selling and stock-compensation activity. The purchase occurs while the stock trades well below its 52-week high and has declined meaningfully over the past three months. HUBS remains a profitable company with growing revenue, though it carries a stretched valuation. Notably, Norrington's purchase is part of a broader wave of insider buying activity: two other insiders also bought shares within the same 14-day window, creating a three-insider cluster. The shift from Norrington's consistent seller posture to an open-market buyer is a material behavioral break and warrants monitoring, especially given the stock's current price position and the clustering of insider purchases.

HubSpot CTO Dharmesh Shah makes first open-market purchase in three years, buying amid stock decline from 52-week highs after record selling pattern.

Dharmesh Shah, HubSpot's Chief Technology Officer and board member, has reversed a three-year selling pattern with his first open-market purchase—a significant regime change. Over the past three years, Shah sold shares consistently, and that selling pattern proved well-timed: every one of his prior sales at HubSpot preceded stock declines over both the following month and quarter, indicating he had been exiting strength. This purchase happens as the stock trades substantially below its 52-week high, suggesting Shah is now buying into weakness rather than selling into strength. HubSpot remains a growing, profitable company, though the stock's recent volatility and multi-quarter decline provide context for why a long-time seller might now be rotating into accumulation. The shift from serial seller to buyer—combined with his historical accuracy in reading the stock's near-term direction—makes this entry point worth scrutiny, particularly for investors trying to gauge insider conviction at current valuations.

HubSpot CEO Rangan Yamini's first open-market share purchase in 3 years marks a reversal from 19 prior sales, as stock trades near 52-week lows amid profitability.

CEO Rangan Yamini just made her first open-market stock purchase in the 36-month period on record, a notable shift after 19 documented open-market sales. She acquired shares while HubSpot trades near its 52-week low, well below its 52-week high—a classic pattern of buying during weakness. The timing is particularly striking given her prior track record at this exact stock: her last five sales showed mixed near-term results but were uniformly well-timed over longer horizons, as the stock fell after each exit. Now she's reversing course and buying, which could signal she views current valuations as attractive relative to the company's profitable operations and growing revenue. This is one person's decision, not a coordinated wave, but it's worth noting because top executives rarely swing from consistent sellers to buyers without believing the risk-reward has shifted materially in their favor.