Recovering emails in Entourage

According to Microsoft's site, error 4363 is:

If you get error 4363 on a transmission attempt, and you have one or more attachments, try deleting and re-attaching the file or files.

So it appears that Entourage thinks there's a message that needs to be sent that isn't there. Probably the whole database is corrupt.

Can I restore Entourage on its own from Time Machine; if so how and will the original emails be intact?

If the previous database in Time Machine isn't damaged, then yes. What you will lose are any new emails that aren't part of the last backup.

Regarding restoring Entourage, how do I do this?

Look in the Time Machine backup for the "Main Identity" folder. It would be in your wife's user account at ~/Documents/Microsoft User Data/Office 2008 Identities/Main Identity.

The ~ simply indicates the current logged in user. You won't find an actual tilde in the path name. It's a bit more plain to say the path is HardDrive/Users/username/Documents/Microsoft User Data/Office 2008 Identities/Main Identity. Substitute 2008 for 2004 if that's the version of Office you're using. The final folder is still "Main Identity".

Place the current Main Identity folder in the trash. Restore the same named folder from Time Machine and place it in the same location as the one you remove. That's the only place Entourage looks for its database.

All emails, contacts and such are all part of the files within the Main Identity folder. The only thing you will lose are any emails that were retrieved since the last backup.

You're welcome, Steve. Glad to help.

The Yahoo problem I have no idea for. Couldn't tell you what certificate it's trying to find. You'll likely have to contact Yahoo about that to find out.