Insider Ledger

Pitney Bowes Inc. (PBI) insider buying and SEC filings

Pitney Bowes Inc. · CIK 78814

Tracked: Forms 3/4/5, 8-K, NT · All filings on sec.gov

Company profile

Exchanges
NYSE, NYSE
Industry (SIC)
Office Machines, NEC
State of incorporation
DE
Fiscal year end
Dec 31

Insider activity in the last 12 months

Bought
$231K
Insiders who bought
2
Sold (not marked 10b5-1)
$452K
Planned sales (10b5-1)
$91.9M

Insider purchases and sales, last 12 months

TradedTypeWhat was filedSource
Oct 29–Nov 2, 2026Planned (10b5-1)Kurt James Wolf (CEO and Director) sold 201,517 shares indirectly (by entity) between Oct 29 and Nov 2 at about $16.54 ($3.3M), marked as a 10b5-1 plan trade. Holdings by entity down 21% to 699,811 shares.SEC filing
Filed Nov 2, 2026, 7:09 PM ET
Oct 1, 2026Planned (10b5-1)Kurt James Wolf (CEO and Director) sold 150,000 shares indirectly (by entity) at about $16.16 ($2.4M), marked as a 10b5-1 plan trade. Holdings by entity down 13% to 883,191 shares.SEC filing
Filed Oct 5, 2026, 3:57 PM ET
Sep 15–17, 2026Planned (10b5-1)Kurt James Wolf (CEO and Director) sold 199,258 shares indirectly (by entity) between Sep 15 and Sep 17 at about $17.34 ($3.5M), marked as a 10b5-1 plan trade. Holdings by entity down 15% to 1,019,691 shares.SEC filing
Filed Sep 17, 2026
Sep 10, 2026Planned (10b5-1)Todd A. Everett (President / COO) sold 10,000 shares at about $16.90 ($169K), marked as a 10b5-1 plan trade. Holdings down 10% to 86,048 shares.SEC filing
Filed Sep 11, 2026
Sep 8, 2026Planned (10b5-1)Deborah Pfeiffer (EVP & Pres, Presort Services) sold 20,000 shares at about $17.11 ($342K), marked as a 10b5-1 plan trade. Holdings down 20% to 79,223 shares.SEC filing
Filed Sep 9, 2026
Aug 27–28, 2026Planned (10b5-1)Kurt James Wolf (CEO and Director) sold 2,317 shares indirectly (by entity) between Aug 27 and Aug 28 at about $17.42 ($40K), marked as a 10b5-1 plan trade. Holdings by entity down <1% to 1,201,016 shares.SEC filing
Filed Aug 31, 2026
Aug 5, 2026SaleTodd A. Everett (President / COO) sold 25,000 shares at about $18.07 ($452K). Holdings down 21% to 96,048 shares. Not marked as a 10b5-1 plan trade.SEC filing
Filed Aug 6, 2026
Jul 30–Aug 3, 2026Planned (10b5-1)Kurt James Wolf (CEO and Director) sold 1,055,192 shares indirectly (by entity) between Jul 30 and Aug 3 at about $18.04 ($19.0M), marked as a 10b5-1 plan trade. Holdings by entity down 36% to 1,703,124 shares.SEC filing
Filed Aug 3, 2026
Jul 2–7, 2026Planned (10b5-1)Kurt James Wolf (CEO and Director) sold 522,141 shares indirectly (by entity) between Jul 2 and Jul 7 at about $17.00 ($8.9M), marked as a 10b5-1 plan trade. Holdings by entity down 15% to 2,663,349 shares.SEC filing
Filed Jul 7, 2026
Jun 10–12, 2026Planned (10b5-1)Kurt James Wolf (CEO and Director) sold 814,817 shares indirectly (by entity) between Jun 10 and Jun 12 at about $17.14 ($14.0M), marked as a 10b5-1 plan trade. Holdings by entity down 19% to 3,138,498 shares.SEC filing
Filed Jun 12, 2026
May 29, 2026Planned (10b5-1)Deborah Pfeiffer (EVP & Pres, Presort Services) sold 18,750 shares at about $16.06 ($301K), marked as a 10b5-1 plan trade. Holdings down 16% to 97,828 shares.SEC filing
Filed Jun 1, 2026
May 27, 2026Planned (10b5-1)Kurt James Wolf (CEO and Director) sold 243,938 shares indirectly (by entity) at about $15.67 ($3.8M), marked as a 10b5-1 plan trade. Holdings by entity down 4% to 5,379,981 shares.SEC filing
Filed May 28, 2026
May 22, 2026Planned (10b5-1)Deborah Pfeiffer (EVP & Pres, Presort Services) sold 23,075 shares at about $15.48 ($357K), marked as a 10b5-1 plan trade. Holdings down 17% to 116,578 shares.SEC filing
Filed May 26, 2026
May 22, 2026Planned (10b5-1)Kurt James Wolf (CEO and Director) sold 40,476 shares indirectly (by entity) at about $15.62 ($632K), marked as a 10b5-1 plan trade. Holdings by entity down 1% to 5,601,965 shares.SEC filing
Filed May 26, 2026
May 6–8, 2026Planned (10b5-1)Kurt James Wolf (CEO and Director) sold 1,952,946 shares indirectly (by entity) between May 6 and May 8 at about $15.11 ($29.5M), marked as a 10b5-1 plan trade. Holdings by entity down 24% to 5,638,798 shares.SEC filing
Filed May 8, 2026
Apr 21, 2026Planned (10b5-1)Lauren Freemen-Bosworth (EVP/Gen Counsel & Corp Sec) sold 169 shares at $14.25 ($2K), marked as a 10b5-1 plan trade. Holdings down 1% to 28,329 shares.SEC filing
Filed Apr 22, 2026
Apr 16–17, 2026Planned (10b5-1)Lauren Freemen-Bosworth (EVP/Gen Counsel & Corp Sec) sold 2,038 shares between Apr 16 and Apr 17 at about $12.36 ($25K), marked as a 10b5-1 plan trade. Holdings down 7% to 28,498 shares.SEC filing
Filed Apr 17, 2026
Apr 10, 2026Planned (10b5-1)Lauren Freemen-Bosworth (EVP/Gen Counsel & Corp Sec) sold 693 shares at $11.50 ($8K), marked as a 10b5-1 plan trade. Holdings down 2% to 30,536 shares.SEC filing
Filed Apr 13, 2026
Apr 1–2, 2026Planned (10b5-1)Kurt James Wolf (CEO and Director) sold 200,208 shares indirectly (by entity) between Apr 1 and Apr 2 at about $11.08 ($2.2M), marked as a 10b5-1 plan trade. Holdings by entity down 2% to 7,415,979 shares.SEC filing
Filed Apr 3, 2026
Mar 13, 2026Purchase (code P)Brent D Rosenthal (Director) bought 4,000 shares at $10.23 ($41K), reported as a purchase (code P). Holdings up 80% to 9,000 shares. Not marked as a 10b5-1 plan trade.SEC filing
Filed Mar 17, 2026
Mar 11, 2026Planned (10b5-1)Kurt James Wolf (CEO and Director) sold 150,000 shares indirectly (by entity) at about $10.38 ($1.6M), marked as a 10b5-1 plan trade. Holdings by entity down 2% to 7,598,168 shares.SEC filing
Filed Mar 13, 2026
Feb 27, 2026Purchase (code P)Peter C Brimm (Director) bought 4,000 shares at about $10.79 ($43K), reported as a purchase (code P). Holdings up 32% to 16,500 shares. Not marked as a 10b5-1 plan trade.SEC filing
Filed Mar 3, 2026
Feb 27–Mar 2, 2026Planned (10b5-1)Lauren Freemen-Bosworth (EVP/Gen Counsel & Corp Sec) sold 28,524 shares between Feb 27 and Mar 2 at about $10.70 ($305K), marked as a 10b5-1 plan trade. Holdings down 48% to 30,969 shares.SEC filing
Filed Mar 3, 2026
Feb 23, 2026Planned (10b5-1)Kurt James Wolf (CEO and Director) sold 150,000 shares indirectly (by entity) at about $10.31 ($1.5M), marked as a 10b5-1 plan trade. Holdings by entity down 2% to 7,734,668 shares.SEC filing
Filed Feb 25, 2026
Nov 25, 2025Purchase (code P)Brent D Rosenthal (Director) bought 2,000 shares at about $10.00 ($20K), reported as a purchase (code P). Holdings up 67% to 5,000 shares. Not marked as a 10b5-1 plan trade.SEC filing
Filed Nov 25, 2025
Oct 31, 2025Other purchasePeter C Brimm (Director) bought 100 Calls (Right to buy) at $220.00 ($22K), reported as a purchase (code P). New position of 100 shares. Not marked as a 10b5-1 plan trade.SEC filing
Filed Nov 4, 2025
Oct 31, 2025Purchase (code P)Peter C Brimm (Director) bought 12,500 shares at about $10.16 ($127K), reported as a purchase (code P). New position of 12,500 shares. Not marked as a 10b5-1 plan trade.SEC filing
Filed Nov 4, 2025

29 routine transactions (such as grants, option exercises or tax withholding) are not listed.

Cluster buys

2 insiders bought in 30 days

$84K in purchases since Feb 27, 2026 · Purchases traded Feb 27, 2026 to Mar 13, 2026 · Closed

InsiderValueTradedSource
Peter C Brimm (Director)$43KFeb 27, 2026SEC filing
Brent D Rosenthal (Director)$41KMar 13, 2026SEC filing

2 insiders bought in 30 days

$147K in purchases since Oct 31, 2025 · Purchases traded Oct 31, 2025 to Nov 25, 2025 · Closed

InsiderValueTradedSource
Peter C Brimm (Director)$127KOct 31, 2025SEC filing
Brent D Rosenthal (Director)$20KNov 25, 2025SEC filing

Red flags

No red flags in the last 12 months.

Key events

No key events in the last 12 months.

8-K filings, last 12 months

FiledItemsTagSource
Oct 28, 2026, 4:09 PM ET
8-K
Earnings released (Item 2.02)SEC filing

Red flags are objective triggers only: the item or form filed, never an opinion.

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