PBI Form 144: Affiliate 10b5-1 Sale Disclosures

PBI affiliate submitted a Form 144 reporting scheduled 10b5-1 sales of Common Stock.

Rhea-AI Filing Summary

PBI affiliate submitted a Form 144 reporting scheduled 10b5-1 sales of Common Stock. The filing lists multiple brokered transactions executed under a 10b5-1 plan by Lauren Freeman-Bosworth, with examples including a 28,253-share sale for $302,331.34 on 02/27/2026 and a 1,387-share sale for $17,373.75 on 04/17/2026. The broker on the cover is Morgan Stanley Smith Barney LLC.

Insights

Securities Compliance Counsel

Routine Form 144 reporting of pre-scheduled 10b5-1 dispositions.

The filing records multiple sales executed under a 10b5-1 trading plan by Lauren Freeman-Bosworth, listing trade dates, share counts, and dollar values. It names Morgan Stanley Smith Barney LLC as the executing broker and identifies the securities as Common Stock and Restricted Stock Units.

These filings are procedural disclosures required when affiliates effect sales; the listed transactions are sales under an established plan rather than ad hoc market activity. Subsequent filings or broker confirmations would show completion details if material.

Key Figures

Largest single listed sale: 28,253 shares Gross proceeds (largest listed): $302,331.34 Example secondary sale: 1,387 shares +2 more

5 metrics

Largest single listed sale 28,253 shares sale on 02/27/2026

Gross proceeds (largest listed) $302,331.34 proceeds from 28,253-share sale on 02/27/2026

Example secondary sale 1,387 shares sale on 04/17/2026

Gross proceeds (example sale) $17,373.75 proceeds from 1,387-share sale on 04/17/2026

Additional listed sale 693 shares sale on 04/10/2026 for $7,969.50

Key Terms

10b5-1, Restricted Stock Units, Form 144

3 terms

10b5-1 regulatory

"10b5-1 Sales for LAUREN FREEMAN-BOSWORTH"

A 10b5-1 plan is a pre-set schedule that lets company insiders buy or sell shares according to written instructions made when they do not possess material, nonpublic information. Think of it as a timed automatic payment for stock trades: it helps insiders avoid accusations of trading on secret information and gives outside investors a clearer signal about whether sales are routine or potentially informative about the company’s prospects.

Restricted Stock Units financial

"Restricted Stock Units | Issuer | 02/24/2026"

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

Form 144 regulatory

"Filer Information | 144: Filer Information"

Form 144 is a document that investors must file with the government when they plan to sell a large number of shares of a company's stock. It helps ensure transparency so everyone knows how many shares are being sold and when, which can impact the stock's price.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What does PBI's Form 144 disclose about insider sales?

The Form 144 reports scheduled 10b5-1 sales by an affiliate. It lists specific trades by Lauren Freeman-Bosworth, including share counts and gross proceeds for each sale, with dates from 02/27/2026 through 04/17/2026.

Who executed the sales reported in the PBI filing?

The cover lists Morgan Stanley Smith Barney LLC as the broker. The filing attributes the transactions to 10b5-1 sales by Lauren Freeman-Bosworth and provides per-trade share counts and dollar amounts.

How many shares and proceeds are shown for the largest sale in the PBI filing?

The largest listed sale is 28,253 shares on 02/27/2026, with gross proceeds of $302,331.34, as reported in the Form 144 excerpt for Lauren Freeman-Bosworth.

Do the Form 144 entries indicate these sales were market trades or tax withholdings?

The filing labels the transactions as 10b5-1 Sales, indicating pre-arranged open-market dispositions under a trading plan. The excerpt does not describe any tax-withholding or grant-withholding mechanics.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Accepted by SEC EDGAR 04/21/2026 - 04:26 PM EDT Learn about SEC filing dates

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0002018873
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	PITNEY BOWES INC.
SEC File Number	001-03579
Address of Issuer	27 Waterview Drive Shelton CONNECTICUT 06484
Phone	203-922-4000
Name of Person for Whose Account the Securities are To Be Sold	LAUREN FREEMAN-BOSWORTH
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Officer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza 8th Floor New York NY 10004	169	2229.11	149942698	04/21/2026	NYSE

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	02/24/2026	Restricted Stock Units	Issuer			169	02/24/2026	N/A

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
10b5-1 Sales for LAUREN FREEMAN-BOSWORTH 27 Waterview Drive Shelton CT 06484	Common	04/17/2026	1387	17373.75
10b5-1 Sales for LAUREN FREEMAN-BOSWORTH 27 Waterview Drive Shelton CT 06484	Common	04/16/2026	651	7812.00
10b5-1 Sales for LAUREN FREEMAN-BOSWORTH 27 Waterview Drive Shelton CT 06484	Common	04/10/2026	693	7969.50
10b5-1 Sales for LAUREN FREEMAN-BOSWORTH 27 Waterview Drive Shelton CT 06484	Common	03/02/2026	271	2872.60
10b5-1 Sales for LAUREN FREEMAN-BOSWORTH 27 Waterview Drive Shelton CT 06484	Common	02/27/2026	28253	302331.34

144: Remarks and Signature

Remarks
Date of Notice	04/21/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	10/31/2025
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	/s/ Lauren Freeman-Bosworth
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)