well, if what @EIPP says about the spam filter's ability to "learn" from what one receives is correct, then one could never be confident that the recipient will correctly receive the message when one sends an email as @me.com to a new unknown Gmail address – the spam filter of which could or could not be enough "learned" to correctly mark the incoming email.
As for the Gmal SMTP workaround, several months ago I already wrote (see above @lupocos, on the 8/8/2009) that:
> «even if using the Gmail SMTP server, my MobileMe messages are marked as Spam by Gmail».
The problem (well, it shouldn't be a problem if the problem is eventually fixed!) is that now I'm not able to replicate the issue. That is, I cannot check whether an email, sent as @me.com by using Gmail's SMPT sever, directed to a Gmail address (one with a "bad" spam filter), would be received correctly or marked as Spam. The only way for me to try this was to sign up for a new Gmail account and then send some email and see what would happen.. However, they DO arrive correctly – with or without the Gmail SMPT!
Nonetheless, I remain very unhappy of the service, and I cannot trust MobileMe any longer.
If Apple and/or Google will not address this issue explicitly, by assuring all of us that our legitimate MobileMe emails will not be marked as spam by someone else Gmail account, then I will not be willing to renew my subscription when it will expire in August 2010.