I will refrain from discussing how crappy a MUA Eudora might be, I had
similar Problems which went away after searching Qualcomms support area:
Have a look here

http://www.eudora.com/techsupport/kb/2354hq.html

download and install the fix:

http://www.eudora.com/techsupport/mac/download/FixBustedSMTPAuth.hqx

However, to avoid frustration, use a real mailclient to test your server
or you'll never know what went wrong...

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