I have a user who has Mac OS 10.4.8 with Entourage X. The email server is sendmail 8.13.8 and is setup to use STARTTLS on a CentOS 4.4 system. It appears from everything I have googled that only Entourage 2004 will properly function with STARTTLS. Has anybody any experience with Entourage X ... specifically is there something I am missing regarding the CentOS server setup or are all Entourage prior to the 2004 version indeed broken in regards to STARTTLS? I have just done the usual stuff that seems to work for Thunderbird, Evolution, Outlook, Mac Mail and the latest Eudora. On the sendmail server side: define(`confAUTH_OPTIONS', `A p y')dnl TRUST_AUTH_MECH(`LOGIN PLAIN')dnl define(`confAUTH_MECHANISMS', `LOGIN PLAIN')dnl (purposely not showing the certificate config) On the Entourage X client side: Checked the box "SMTP service requires secure connection (SSL) Checked the box "SMTP server requires authentication Checked the box "Use the same settings as receiving mail server" Entourage X returns an error indicating: "The SMTP server for "MRIC" does not recognize any of the authentication methods supported by Entourage." Can anyone verify that Entourage X does not work with STARTTLS and/or suggest a work around? I am hoping that upgrading to Entourage 2004 is not the only answer. Thanks for you rhelp. -- Paul (ganci at nurdog.com)