Isn't Claris Emailer a great program? I am still using it under Classic on 10.3.3. I will continue to use it until they pry me from my unauthenticated server. I also have had problems with authentication. I was going to use Baton but I found my ISP still maintained a "secret" SMTP wheich was unauthenticated. I stongly recommend the v3 version of mailer. You can download the update here: http://download.info.apple.com/Apple_Support_Area/Apple_Software_Updates/En glish-North_American/Macintosh/Misc/Emailer_2.0v3_Update/Emailer_2.0v3_Upda te.smi.bin I don't remember any requirement for 2.0v1 for this update. But if there is a problem, I could send you v3 already installed. Mike