Configuring Dymo Label Writer Printers

Dymo Label Printer 


  1. Do Not Plug Printer into Computer until Prompted
  2. Go to
  3. Select “LabelWriter Label Printers”


  1. Select the model, found on the front of the Dymo, click “Find Downloads”  
  1. Under “Drivers & Downloads” select the DYMO for Windows option

  1. File will download, if the file doesn’t automatically appear, check for downloads based on your preferred browser. (this varies depending on which browser you use Chrome, Firefox, IE, Etc.)
  2. Open / Run the file and follow the setup prompts
  3. Select “Express Installation” when prompted


  1. Follow the steps to complete the installation
  2. Once installation is complete, plug in the printer
  3. Complete the section below to format the paper size 

Set DYMO Paper Size

  1. From the Start menu, go to Devices and Printers
  2. Find the DYMO Printer, there may be more than one, the highlighted one is the active printer.

PRO TIP: Take note that Windows will install a new instance of this printer driver when the printer is unplugged one USB port, and later plugged into a different port. For users who plan to set up mobile (temporary) stations, repeat these steps each time you set-up.  


  1. Right click and select Printer Preferences.


  1. From the Layout tab select Advanced

PRO TIP: Most Dymo labels should be configured with an orientation of Portrait in Windows Print Settings, and Portrait in Sidewalk PRO. 

  1. Select the desired paper size:
    1. For the 1 X 3 Textbook Labels, select 30252 Address
    2. For the 2 X 4 Textbook & Shelf Tag Labels, select 30256 Shipping
    3. For the 2.25 X 1.25 GM Label, select 30334
  1. Now that you’ve set-up the printer in Windows Printer Settings, let’s log into Sidewalk Merchant to complete the process. Log into Sidewalk PRO, and click Admin > Devices


  1. Select the “Label Printers” tab at the top of the page.

PRO TIP: The definitions of label printers are as follows:


Label Printer: This is your textbook label printer. See chart to understand when it prints.

Print Activity


Stores who Serialize Inventory

Stores who don’t Serialize Inventory

Receiving Textbooks

Prints a label for new and used textbook inventory at the time of receiving.

Prints a used  textbook inventory label at the time of receiving.

Rental Returns

Prints a label when rentals are returned at the end of the semester.

Prints a label when rentals are returned at the end of the semester.

Textbook Buyback

Prints a label for all buyback textbooks.

Prints a label for all buyback textbooks.

NOTE: Some stores may use the wholesale buyback feature which disables printing for Wholesale inventory when purchased at buyback.

Shelf Label Printer: Prints retail shelf tags. 

Course Label Printer: Prints textbook shelf tags. 

GM Label Printer: It’s important to have one of these printers anywhere you may receive GM inventory in the store. Also, it’s helpful to have one near the floor in the event that your team needs to reprint labels.



Suggested DYMO Paper Size(s) in Sidewalk PRO:

Store Application

PRO Merchant Settings

Windows Print Settings

Label Stock Used & Tips:

Textbook Receiving & Buyback for Non-Serial Stores

2x4 Portrait

30256 Shipping

This will give you a nice big label which should cover the entire ISBN on the back of the book. This is important so that PRO can distinguish between NEW 978 and USED 290 books.

Textbook Receiving & Buyback for Serialized Stores

1x3 Portrait

30252 Address

Use the 1x3 labels, and apply the sticker to the upper right hand side of the back of the textbook. As to not obscure the original ISBN.

General Merchandise Shelf Tags (AKA Shelf Label Printer)

1x3 Portrait


2x4 Portrait

30253 Address

30256 Shipping

This is really open option. We suggest using the size that best prints your shelves. Might vary depending on whether or not you use Logia shelving.

Shelf Tags for Textbooks (AKA Course Label Printer)

5.5x4.25 Portrait

Standard 8 ½ x 11 Printer.

Sidewalk suggests using a standard 8 ½ x 11 document printer, and cutting the tags down with a paper cutter. This will give you nice big tags that are easy to read.



Printer manufacturer - DYMO User Guide:


  1. Fix-All this is the first thing we will check if you call support.

In Windows Devices & Printers, check to see if there are multiple DYMO label printers listed. If there are, that’s ok. You’ll just need to see which one appears to be “ACTIVE”. You can do this by printing test pages to the printers listed, or by looking for the printer that is “active” on screen. Inactive printers have grayed out text, and generally are in a lighter grayscale color depending on the version of windows you’re using.

  1. Everything looks right in step 1, but it still won’t print. This is what we would do.

If all of the settings appear to be correct, log out of Sidewalk Pro Merchant, and log back in. Rarely, the software needs to be reset order for the changes to take hold. Be sure to double-check Admin > Devices after you log back in to make sure your changes stick.

  1. My printer has a huge backlog of prints in windows Print Settings, and I can’t delete them.
  • If there is a huge backlog of labels in the queue according to Windows, there is a good chance that Sidewalk PRO Merchant is printing to an incactive printer.  Refer to Troubleshooting Step 1 above to fix this issue. Read on below for steps to clear the backlog.
  • Most windows users can right click a printer in Windows Devices & Printers, and click the “See What’s Printing” option in the menu.
  • On the window that pops up, you can right click any print job and cancel it, or click Printer > Cancel All Documents.


If that didn’t work, try clicking Printer > View as Admin from the See What’s Printing Dialog Box. This will require an Administrator log-in, but should allow you to clear the open print jobs.


Once you’ve opened as the Administrator, you can repeat this instruction list from Troubleshooting: Step 3.


  1. Too many labels come out of the LabelWriter when trying to print.


  • You may be attempting to print too much information to a label which is too small. For example, if you've changed your label stock to a 1x3 label, but you're attempting to print a 2x4 label, the information may be cropped, or might cause additional labels to advance when printing. As a rule, you can generally print small label information to a larger label. However, printing large label information to a smaller stock will cause the printer to crop unexpectedly, and possibly advance multiple labels.
  • The LabelWriter has a photocell or optical sensor to detect the beginning and the end of a label. This sensor, in conjunction with the labels and the printer mechanism determine how far a label advances during printing. The problem may be caused by: 

The label Solution:

  • Make certain that you've loaded the appropriate sized label for the desired printing application.
  • Double check that both the Windows Printer Settings, and the Sidewalk PRO Merchant Settings are configured to match the label stock that's loaded in your printer.
  • Make sure DYMO labels are being used and that there is an oval hole between each label. Only DYMO labels are LabelWriter compatible.
  • Make sure the oval hole between each label is at the left side in the LabelWriter.

The optical sensor is dirty Solution:

  • Together with the LabelWriter, a cleaning card was delivered in the package.
  • Feed this card a couple of times through the LabelWriter. The roller, optical sensor and print head will be cleaned.


The optical sensor is damaged Solution:

  • Return the faulty Label Maker to your dealer, who will handle the repair procedure from there.



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