Unsolicited mail from a direct mailer in India for an SEO webinar, straight to the inbox. Every message from your bank, straight to the spam folder.
Am I sure it didn't catch some spam and age it out before I saw it? Yes, because I had to go in every 2-3 weeks to pull my banking messages and other false positives out. A process which invariably went "Open Junk folder, Look for spam, Find none, Check All, Move to Inbox."
Here's the kicker, there's no option to even turn spam filtering off. It took me five cycles with the support team to get them to offer an inscrutable sieve filter that would disable filtering if I pasted it exactly right in an unvalidated free text field.
(The second-to-last agent told me there is a way to do it with sieve filters and then closed the ticket without saying how, so I had to open another ticket asking if they would kindly share the solution they coyly hinted at.)