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EdgarHawk

Kurt James Wolf

President & CEO

Director Officer

Latest: President & CEO selling · April 2026

9 filings analyzed · 1 company · Latest 2026-06-12

Companies

Company Buys Sells Direction
PITNEY BOWES INC /DE/ PBI 0 38 Net selling

Activity

June 2026
high
Sell
814,817 shares
$13,964,971
Significance 6/10

CEO Kurt James Wolf sold 814.8K shares across 6 sales on 2026-06-10/12 for $13,964,971.38; pre-arranged 10b5-1 plan.

Kurt James Wolf, President & CEO of Pitney Bowes, executed 6 separate sales totaling 814,817 shares for $13,964,971.38 at blended average price $17.14 across June 10–12, 2026. This transaction was conducted under a pre-arranged 10b5-1 trading plan adopted on 2025-11-10, making it scheduled rather than discretionary. The sales reduced his holdings from 1,079,739 shares to 264,922 shares, a reduction of 75.5% of his pre-transaction position. The stock currently trades at $17.32, slightly below the 52-week high of $17.59, and has appreciated 12.9% over 30 days and 70.8% over 90 days. His cross-ticker track record shows 20 prior sells with an average 90-day return of +54.8%, though prior same-ticker outcomes are not yet measurable for most recent sales at this ticker. The company's fundamentals show a revenue decline of 6.6% year-over-year alongside P/E of 13.97, warranting attention to whether broader operational headwinds influenced the plan's timing or structure.

May 2026
low
Sell
243,938 shares
$3,823,484
Significance 3/10

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.

low
Sell
40,476 shares
$632,316
Significance 3/10

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%.

medium
Sell
1,952,946 shares
$29,509,312
Significance 5/10

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.

April 2026
high
Sell
200,208 shares
$2,217,535
Significance 7/10

CEO Kurt James sells 200,208 shares at avg $11.08 for $2.2M, reducing holdings 27.1% in 4 transactions over 2 days

Wolf Kurt James (President & CEO) executed 4 separate sales totaling 200,208 shares for $2,217,534.53, reducing his holdings from 739,826 to 539,618 shares. The sales occurred at prices ranging from $11.06 to $11.14, near the current price of $11.03 and within the 52-week trading range. His cross-ticker track record shows 16 prior sells with a 100.00% well-timed rate at the 90-day mark (average 90d return -6.9%), indicating a pattern of selling before subsequent declines; however, at Pitney Bowes specifically, his prior timing performance is mixed (1 of 1 measurable prior 90d outcomes was well-timed at -4.4%, though 4 of his 5 prior trades at this ticker lack complete outcome data). The company shows deteriorating fundamentals: annual revenue declined 6.6% year-over-year, and the stock is trading at 13.8% below its 52-week high despite a recent 4.4% 30-day rebound. The magnitude of this sale—eliminating 27.1% of pre-transaction holdings—warrants attention given the CEO's elevated cross-ticker sell pattern and the company's weakening topline trajectory.

March 2026
high
Sell
150,000 shares
$1,556,550
Significance 6/10

PBI CEO Wolf Kurt James sold 150,000 shares ($1.6M) at $10.38 on 2026-03-11; stock now $10.14, down -20.7% from 52-week high

Wolf Kurt James, President & CEO of Pitney Bowes, executed 2 separate sales totaling 150,000 shares for $1,556,550.00 at $10.38 on 2026-03-11, reducing his holdings by 21.2% from 707.6K to 557.6K shares. His prior open-market sales across all tickers show a 90-day well-timed rate of 100.00%, and at PBI specifically his 3 prior measurable sales (all from 2025-03-03) posted negative 90-day returns of -4.4% each, indicating consistent early exits before declines. The company trades at a P/E of 3.55 with annual revenue contraction of -6.6% and near its 52-week lows, though the current stock price of $10.14 is only 2.3% below the blended transaction price. The substantial share reduction by the CEO comes amid operational headwinds and a historically accurate pattern of well-timed exits by this insider.

February 2026
high
Sell
150,000 shares
$1,545,750
Significance 7/10

PBI CEO Kurt James Wolf sells 150,000 shares (150.0K shares) for $1,545,750.00; holds 571,137 shares post-transaction

Wolf Kurt James, President & CEO of Pitney Bowes, executed 2 separate sales totaling 150,000 shares for $1,545,750.00 at $10.30 per share on 2026-02-23, reducing his holdings by -20.8% to 571,137 shares. His prior trades at PBI show a 100% well-timed pattern: all 5 prior sells resulted in negative 90-day returns (ranging from -4.4% to -15.0%), indicating consistent execution ahead of subsequent declines. The current price of $10.66 sits -16.6% from the 52-week high, and the company faces headwinds with annual revenue growth of -6.6% and a compressed P/E of 3.73 against a $1.6B market cap. The large scale of this sale—representing a material reduction in the CEO's equity stake—combined with his demonstrated timing discipline across this ticker warrants close attention to near-term price action and any material disclosures.

March 2025
high
Sell
481,199 shares
$5,182,513
Significance 6/10

Director Wolf Kurt James sold 481,199 shares for $5.2M; 45.1% of holdings liquidated at $10.77

Director Wolf Kurt James executed 3 separate sales totaling 481,199 shares for $5,182,513.23 on 2025-03-03, reducing his holdings from 1,065,835 to 584,636 shares (a 45.1% reduction of pre-transaction holdings). The sales occurred at $10.77 per share, which is 7.6% below the 52-week high of $10.86. Notably, this follows a pattern of recent selling activity by the same insider at PBI, with 5 prior trades at this ticker in the last two weeks (2025-02-13 and 2025-02-14). Pitney Bowes is currently unprofitable with negative net income of $138,472,000.00 over its most recent full fiscal year and faces significant headwinds with annual revenue declining 38.0% year-over-year. The substantial liquidation of a director's position during a period of operational distress and revenue contraction warrants investor attention.

February 2025
high
Sell
1,604,678 shares
$15,853,104
Significance 7/10

Director Wolf Kurt James sold 1,604,678 shares for $15,853,103.55 across 9 transactions Feb 12–14, reducing holdings 72.6%.

Wolf Kurt James executed 9 separate sales totaling 1,604,678 shares for $15,853,103.55 at prices ranging from $9.66 to $10.66 between February 12–14. This sale reduced his holdings from 2,210,967 shares to 606,289 shares, representing a -72.6% reduction in his position. The timing coincides with the stock trading near its 52-week high of $10.59 (current price), following a +45.5% move over the prior 30 days. The company is unprofitable on a full-year basis with negative net income of $-138,472,000.00 and declining annual revenue growth of -7.7%, creating a context in which a substantial director liquidation warrants investor scrutiny of the motivation underlying such a large-scale exit.

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