HUBS HUBSPOT INC Insider Trading

Director Brian Halligan sold 8,500 HUBS shares at $184.42 under 10b5-1 plan; stock down -69.0% from 52-week high.

Brian Halligan sold 8,500 shares for $1,567,570.00 on 2026-06-16 at a transaction price of $184.42, reducing his holdings by 8.3% to 93,500 shares. The sale was executed under a pre-arranged 10b5-1 trading plan, indicating it was scheduled rather than discretionary. The current stock price of $176.03 is -69.0% from the 52-week high of $568.16, and the 30-day and 90-day price changes are -15.4% and -32.0% respectively. His same-ticker history at HUBS shows five prior sales with predominantly negative 30- and 90-day returns, including outcomes of -20.0% (30d), -15.1% and -29.2% (90d), and -21.1% and -24.2% (90d) on prior transactions. The 10b5-1 plan structure means this sale was predetermined and not subject to insider discretion at the time of execution.

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.

Director Brian Halligan sold 8,500 shares of HUBS at $262.75 via scheduled 10b5-1 plan on 2026-03-17, reducing stake to 370,558 shares.

Brian Halligan (Director) executed a scheduled sale of 8,500 shares at $262.75 as part of a pre-arranged 10b5-1 trading plan, reducing his holdings by 2.2% from 379,058 shares to 370,558 shares. The sale was systematic and non-discretionary, reflecting the plan's automatic execution rather than a timing-driven decision. While the transaction represents material absolute value ($2,233,375.00), it is routine in context of an established trading plan and reflects no change in underlying position strategy or conviction.

Director Brian Halligan sold 8,261 shares of HUBS at $253.00 on 2026-02-17 under 10b5-1 plan

Director Brian Halligan sold 8,261 shares at $253.00 for a total value of $2,090,033.00 under a pre-arranged 10b5-1 trading plan. This was a scheduled transaction, not a discretionary decision. His post-transaction holdings total 481,168 shares, compared to 489,429 shares before the sale, representing a -1.7% reduction in his stake. The modest size of this transaction relative to his overall position and the predetermined nature of the 10b5-1 plan indicate this is routine portfolio management activity rather than a signal about his view of company prospects.

Director Brian Halligan sold 8,500 shares of HUBS at $303.38 (2.6M total) under 10b5-1 plan on 2026-01-20

Director Brian Halligan sold 8,500 shares at $303.38 on 2026-01-20, reducing holdings from 495,844 shares to 487,344 shares, a -1.7% change. This sale was part of a pre-arranged 10b5-1 trading plan, meaning it was scheduled rather than a discretionary transaction in response to market or business conditions. The magnitude of the sale relative to total holdings is modest, and the pre-arrangement status removes any implication about timing decisions or signaling based on Halligan's current market view.

Director Brian Halligan sold 8,500 HUBS shares ($3.1M) at $366.99 on 2025-12-16; stock now -52.4% from 52-week high.

Brian Halligan sold 8,500 shares of HubSpot at $366.99, reducing his holdings by 1.7% to 496.3K shares. His cross-ticker track record shows a 76.47% well-timed rate on 19 prior sells, and at this same ticker, 3 of 3 prior measurable sells (July, August, September 2025) were well-timed with negative 90-day returns, suggesting a pattern of selling before declines. However, the stock has fallen 52.4% from its 52-week high of $819.71, and HubSpot's P/E of 4333.33 reflects severe earnings challenges relative to its $20.4B market cap despite solid revenue growth of 21.1%. The timing of this sale—following a November sell that gained 6.0% in 30 days—alongside the stock's sustained weakness and Halligan's demonstrated accuracy on prior HUBS sales warrants monitoring of whether this reflects evolving conviction about the company's valuation or operational outlook.

Director Brian Halligan sold 8,500 HUBS shares at $368.11 on 2025-11-18 under 10b5-1 plan; retains 504,966 shares.

Brian Halligan, as Director, sold 8,500 shares (8.5K shares) for a total value of $3,128,935.00 ($3.1M) under a pre-arranged 10b5-1 trading plan, reducing his holdings from 513,466 shares (513.5K shares) to 504,966 shares (505.0K shares), a net change of -1.7% vs pre-transaction holdings. This transaction is scheduled rather than discretionary, reflecting execution under a predetermined plan rather than a response to current market conditions. The director maintains substantial ongoing equity ownership, indicating material financial alignment with the company despite the scheduled divestiture.