How to: Print letter stamps with DYMO Printable Postage

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ShippingEasy does not have a native option to print letter stamps. However, Windows users can print letter stamps via DYMO Printable Postage. This downloaded solution is built by Endicia.

NOTE: at this time, DYMO Printable Postage is not available for Macs.

How to: Install DYMO Printable Postage on a Windows PC

  1. On your Windows PC, open DYMO Printable Postage.
  2. Go to
  3. Enter your Endicia account number and password. Learn where to find your Endicia account information in ShippingEasy.
  4. Click Login.
  5. Go to
  6. At the end of the NOTE on the bottom of the page, click here to download DYMO Printable Postage.
  7. A modal will appear to confirm that you wish to download the software. Click Save File.
  8. Locate the file (PrintablePostageSetup.exe) in your downloads and open it. Follow the prompts in the download wizard.

How to: print letter stamps with DYMO Printable Postage

  1. Select the stamp type: Your choice will depend on what kind of printer you have.
    • To print individual stamps: a DYMO LabelWriter printer is required to print individual stamps. From the menu, select Rolls.
      NOTE: this will show greyed out if you have already selected it. Selected_Rolls.png
    • To print sheets of labels: a desktop printer is required to print sheets of stamps. From the menu, select Sheets.
      NOTE: this will show greyed out if you have already selected it. Selected_Sheets.png
  2. Select the type of mail piece: select the type you wish to print. This will likely be Postcard or Letter Envelope.

    NOTE: all the other postage options listed are available via ShippingEasy. When you purchase inside ShippingEasy, you retain records of those purchases in your Shipment History, Reports, and Customers database.
  3. Select postage value: Choose the value of your stamps. The options listed will be specific to the mail piece that you selected.
  4. Select the number of stamps/sheets to print:
    • Rolls: select the specific number of stamps to print.
    • Sheets: select the number of sheets to print. 1 sheet = 24 stamps.
  5. Review postage total and print: As soon as you are ready to purchase and print the postage, click the Print button.
    TIP: if this is your first time using DYMO Printable Postage, click Test Print to make sure that your printer is correctly set up.


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  • Avatar
    Derek Bromley

    So printed stamps are more expensive than just buying stamps from the Post Office, or am I missing something?  8 sheets of 24 stamps from Endicia - $14.95 ($0.078 per stamp), but there's only a $0.03 per stamp discount, so I'm paying almost 5 cents more per stamp?

    Edited by Derek Bromley
  • Avatar
    Melody H. [ShippingEasy]

    Hi Derek,

    Thank you for your message.  I'd be glad to assist you today.

    Using Dymo Printable Stamps, what are you selecting for type of mail piece and also postage value?

    We typically see the discount of 3 cents per stamp for Letter Envelope/First Class as the price there is $0.46 and the retail price is $0.49.

    Once I have further information about your selections, I can advise further.




  • Avatar
    Derek Bromley

    Hi Melody,

    Yes, I'm just asking about standard 1st class letter stamps--$0.46 from Endicia vs. $0.49 at the post office, but with Endicia I'm spending another $.08 per stamp on materials?

  • Avatar
    Melody H. [ShippingEasy]

    Hi Derek,

    Thanks for the clarification!

    You are correct that postage stamp sheet printing requires USPS-approved DYMO Printable Postage Stamp Sheets.  It's possible you might find compatible labels to use with the Dymo software on other sites.  I recommend doing an Internet search in order to shop around.

    Some business owners may find the convenience of printing in their home office offsets the costs of the materials such as the stamp sheets and ink and others may not.  That's a call you will have to make for your business.

    If you have any other questions arise, please feel free to post in our Community Forums.  More about doing that can be found here:  How can I post to the forum?

    Happy Shipping!

  • Avatar
    ken Ruckart

    I printed a 46 cent stamp but now realize I need 21 cents more how can I print a 21 cent stamp? or how cna I print custom stamp amopunts with my dymo?

  • Avatar
    Melody H. [ShippingEasy]

    Hi Ken,

    Thank you for your message.

    For a 21 cent stamp, you can choose "Make Your Own" under the Select postage value heading.  Once you choose Make Your Own, then a pop-up screen comes up where you can input the amount then click Ok.

    I hope that helps!

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