Why is it so difficult for some users to print envelopes in Writer?
According to Issue Tracker and mailing lists, some users just cannot print envelopes in Writer. So why not? - Well, this is difficult to answer. For the huge majority of users it just works. No problems. No clue why it should not work for others.
a) May be a problem with the printer driver?
In ancient times, Windows printer drivers had been able to forward the information from any software package about the paper tray to use, while most UNIX printer drivers had to be set 'manually' in the printer settings to use another tray.
b) May be the user did not see that the 'Insert - Envelope' dialog has three tab pages?
Using only the first tab page, it would be indeed difficult to adjust the paper in the tray. Have a look at the screenshot from StarOffice 8 on Solaris 10 with JDS 3:

- Enter your envelope data on the first tab page.
- Position the addressee and sender and enter the envelope size at the second tab page.
- Choose the correct position of the envelope in the printer tray on the third tab page. Depending on your printer driver, it may be necessary to change the landscape/portrait paper orientation in the printer driver. Click the Setup button to do so.
You may want to experiment first using a letter or A4 piece of paper to find where it prints, then insert the envelope and print again.
By the way, whenever something doesn't seem to work for you, please give all the information that is possibly needed to help with the problem. In this case, to be able to help, other users would at least need the following information:
- Which operating system / platform?
- Which version of OOo or StarOffice?
- Which brand and type of printer?
- Which printer driver software? Did you look for an update? Is it the latest version?
- Do you use any printer manager software?
- What do you want to achieve, what did you do, what happened instead of the expected result?
- If an error message, give the full message if possible.
- Did you reboot, restart and tried again? (Often, out-of-memory problems vanish this way).