PBI PITNEY BOWES INC /DE/ Insider Trading

PBI CEO Kurt James Wolf sold 243,938 shares for $3,823,484.22 on 2026-05-27 via pre-arranged 10b5-1 plan; retains 338,256 shares.

Kurt James Wolf executed two separate sales totaling 243,938 shares at $15.67 on 2026-05-27 for $3,823,484.22, reducing his holdings by 41.9%. This transaction is part of a pre-arranged 10b5-1 trading plan adopted on 2025-11-10, meaning it is scheduled rather than discretionary. The sales occurred near the upper end of the 52-week range ($8.95–$16.56); current price is $15.84. At the same ticker, Wolf's prior five sales show mixed near-term outcomes, with 30-day and 90-day returns ranging from -2.8% to +5.4%. Investors should note the magnitude of the reduction—243.9K shares—but the scheduled nature of the plan removes any inference about timing or strategic judgment tied to current valuations.

CEO Wolf sold 40,476 shares at $15.62 under pre-arranged 10b5-1 plan; retains 360,210 shares post-sale.

Kurt James Wolf, President & CEO of Pitney Bowes, executed 2 separate sales totaling 40,476 shares for $632,316.08 at $15.62 per share on 2026-05-22. This transaction was part of a pre-arranged 10b5-1 trading plan adopted on 2025-11-10, meaning the sales were scheduled rather than discretionary decisions. Wolf retains 360,210 shares post-transaction, representing a 10.1% reduction in holdings. The current stock price of $15.51 is 6.3% below the 52-week high of $16.56, and the company reports negative annual revenue growth of -6.6% with a P/E of 12.51. Prior trades by Wolf at PBI show mixed near-term performance, with sales on 2026-05-08 returning -2.8% over 30 days and the most recent prior sale on 2026-05-06 returning +5.4%.

Pitney Bowes President & CEO Kurt James executes $29.5M stock sale across three days; stock up sharply recently but prior exits poorly timed.

Kurt James, the President and CEO of Pitney Bowes, sold nearly 2 million shares across three consecutive trading days in early May, totaling nearly $29.5 million in proceeds. This is a substantial exit representing roughly 9.5% of his holdings at the start of the transaction sequence. The timing is notable: the stock has climbed sharply over the prior three months and is trading just below its 52-week high, positioning this sale near a recent peak. However, this sale reflects a consistent pattern for James—across his five prior sales in Pitney Bowes, the stock has risen noticeably in the months following each exit, meaning all of his previous exits were poorly timed from a long-term perspective. The company remains profitable with recent quarterly earnings, but revenue declined year-over-year, creating a mixed fundamental picture. James has never made an open-market purchase in the three-year filing window, making this an exclusively selling insider, which combined with the poor timing of his prior exits suggests caution rather than conviction about the company's near-term direction.