Someone that I know is looking for a good laser printer – one that will print reliably onto letter size envelopes. She’s also tired of feeding envelopes individually, so if it has some sort of envelope feeding tray, that would be helpful.
More seriously, do you mean envelopes sized for letters, or Letter size (8.5"x11")? If the former, then many printers have envelope feeder attachments. If the latter, then they should go straight in the manual feed tray. Either way, she should look for a printer with a straight-through paper path for the envelopes (or labels).
What Quartz said: Use window envelopes or labels.
Clear labels are what I use, because I use tinted envelopes.
I’ve tried many times on many printers to get envelopes to work and they never do. They look terrible if eversoslightly tilted, and none of the feeders have fixed positions, but seem intended to create slippage.
Curling of any kind around rollers will create welts in one corner, so a flat paper path is mandatory. Look for doors on both front and rear.
The heat of the printer will seal the envelope.
And finally, Word is an absolute pill when it comes to creating envelopes. The only way I’ve ever figured out to do it is when the envelope and letter are in the same file. Which is something I never want, and then you have to print the letter with the envelope. There must be ways, but like I said, I’ve spent many tries at it and switched.
It’s a dinosaur, but if you’re talking about regular #10 envelopes, the old HP LaserJet Series II and III printers had special trays available that were sized for envelopes. There was even an envelope feeder attachment for the IID and IIID printers that held 1000 envelopes. It hung on the front of the printer if I recall correctly.
You could probably find one of those printers on eBay for $20 or so…same with the envelope tray. Shipping’s going to be expensive, they weight 50 lbs or so.
And it probably won’t be in working order, but parts are cheap and they’re pretty easy to work on if you have mechanical inclination.