1. Cannot Safely Connect To Server Handshake Failed

I have the latest safari update for os x, which was working perfectly fine up until 3 days ago. Everytime I would try to access any site, safari would tell me it couldn't connect to the server, and I would have to refresh the page at least 5-10 times until I can access the site. I checked my internet, and it seems to be running perfectly. I also tried using Chrome and it had no problems accessing sites, too, so I know it's not my internet. :/

Is anyone else having the same problems? 😟

MacBook Pro, OS X Mavericks (10.9.1)

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A server connection failure means that one or both of the two servers (SMTP for sending, and POP or IMAP server for reading and receiving mail) are offline, or that the network connection between your mail client and the two servers is either misconfigured or disconnected, or possibly that the specified mail server host names are incorrect.

Depending on the exact context of the error message, it can also pontentially involve a user setting such as an incorrect username or password setting, or that SSL/TLS network encryption is not enabled (most mail providers now require SSL/TLS encryption, though not all).

You should only bypass the warning if you're confident in both the identity of the website and the integrity of your connection - even if you trust the site, someone could be tampering with your connection. Data you enter into a site over a weakly encrypted connection can be vulnerable to eavesdroppers as well.

Given that you're encountering this error while reading mail, your POP or IMAP configuration doesn't match what your mail provider configuration expects, or the POP or IMAP server is offline, or the network connection between your client and your mail provider's servers is incorrectly configured or offline.

Confirm your settings for the POP or IMAP server against those from your mail provider, and confirm that you can reach other network sites — viewing eitber the Google or Bing search engine web site is a common test — to check whether your local network connection is working.

Here's the Apple iOS Troubleshooting Mail article; reading and following the information in that article might help get your iOS mail connected and working again. If not, it'll give you a better idea of what's wrong.

Cannot Safely Connect To Server Handshake Failed

While this question is posted in the OS X Server forum, I'm going to infer that you're not running OS X Server here — OS X Server is an OS X configuration that contains various host and network services, including the servers used for the POP, IMAP and SMTP protocols. OS X Server allows you to run your own mail server. Based on your question and your footer, you're probably running iOS on an iPad, and having the problem connecting to Yahoo or GMail or your Internet Service Provider's mail servers. If you are running OS X Server here, then the above still applies, but you're also going to need to check the POP or IMAP server log files for error messages that might be logged there — the other end of the connection — as well as the network configuration and DNS services for the OS X Server system.