Cannot send multiple attachments since 10.5.8 with IMAP

Have had a consistent issue that Mail 3.6 will not send multiple attachments, regardless of size, since the 10.5.8 update with a IMAP configuration. Under POP, as in Gmail, using Mail 3.6 with multiple attachments is no issue. Using IMAP through my Godaddy Hosted Domains, in some cases it actually is sending mail as verified through webmail "Sent" folder but does not show in Mail 3.6 "Sent" folder. Have verified this through sending from my IMAP Goddady hosted emails to my POP Gmail account accessed via Mail 3.6. Can also send successfully through webmail on Godaddy to any Pop or IMAP account.
It seems something in the 10.5.8 update has altered Mail 3.6 to impact this functionality. As a business owner this functionality is crucial, may have to switch to Entourage.
Any suggestions are appreciated.

That crash is because of a bad result from an OS routine.
Our best guesses involve corrupt application installs, or corrupt OS installs.

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