I had not used Skype on one of my desktops for about a year. I started the program, entered my log on credentials, and clicked connect. Skype reported it "Failed to Connect with the Server." The help messages strongly implied a router port issue. Since I use Skype without issue on my other desktops and notebooks, I know router ports are not an issue.
Solution: Install the latest version of Skype. Once I updated Skype, the connection problem went away.
The lesson: The simplest potential solution is usually the correct solution. Try the easier fixes first and you will likely solve the problem sooner.
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