I updated my iPhone today to the latest firmware and found that I couldn’t check email. I remember reading something in the release notes about man in the middle attacks. So, I tracked down the issue to a self-signed SSL certificate I use on my mail server. Luckily, I have a real wildcard certificate for receiptwallet.com. So, I reconfigured my mail server and changed my settings to mail.receiptwallet.com and presto, things started working again. So, unless I missed a setting, self-signed certificates can’t be used with the new iPhone update; I see this as a big problem for people that don’t want to fork over the money for a real certificate. Oh well, I learn something new everyday.