How to print a single envelope on a Mac in Word?

Dear J David Betts
Welcome and thank you for sharing your issue with the Q&A forum!

Based on the information you provided and my analysis, the problem, seeing two pages in the print preview (the envelope and an extra page) and the letter template printing on the back of the envelope, is typically caused by two factors: You likely created the envelope using the "Add to Document" option, which inserts the custom-sized envelope (Page 1) followed by a standard letter-sized page (Page 2, 8.5×11). The Feed Method and/or Orientation settings in Word do not match how you are physically loading the envelope into your printer. The printer is essentially printing the address for Page 2 onto the back of Page 1 (your envelope).

Beyond the initial solution (either avoiding "Add to Document" or just printing Page 1), if you are still experiencing printing errors or wrong-side printing, here are several additional steps focused on fixing the printer settings: 

1. Double-Check Envelope Size Settings

• Go to Mailings --> Envelopes --> Options.
• On the Envelope Options tab, check the Envelope Size.
• If your size is not listed: Select Custom Size and enter the exact Width and Height of your envelope in the specified units (e.g., mm or inches).

2. Adjust Printer Driver Orientation

• Go to Mailings --> Envelopes --> Options --> Printing Options tab.
  • Change Orientation (Face Up/Face Down): Experiment with switching between Face Up and Face Down.
    • If your printer has a "C" shaped paper path (paper curls and flips), you often need Face Up (or vice versa).
    • If your printer has a straight-through paper path, you might need Face Down.
  • Adjust Feed Method: Try all available feed icons (center feed, right feed, left feed). For each setting you change, you must physically load the envelope into the printer according to the diagram shown.
  • Check Printer Properties: In the Printing Options dialog, look for the button to access Printer Properties (or Page Setup on a Mac). Ensure that within your printer's driver window, you have also selected the media type as "Envelope" and the exact envelope size.

3. Use the Manual Feed Slot 

• Always try loading envelopes into the Manual Feed Slot (if your printer has one). This slot generally provides the straightest paper path and is best for thicker media.
• After loading, double-check that you have pushed the envelope far enough for the printer to detect and automatically pull it in. If your printer requires you to press a "Continue" or "Feed" button, follow that instruction.

I hope these detailed instructions help you successfully print your envelopes! Please try these steps, and if you encounter any further issues, feel free to share, I'm ready to assist you!

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