Again, it's only a theory, but I am going to test it by terminating Skype before I leave and then expecting the issue to occur tomorrow morning. The reason why it works the second time is because now it knows to start up a new session. This results in the 'session expired' message. The next day when Skype opens, it attempts to use the same session since it wasn't shut down properly. My theory is that, when the Skype process is terminated, the app closes, but the session still somehow remains open.

I just terminated the process and restarted it and was asked to sign in. Update: I believe I have a theory and it involves shutting down Skype improperly (ie, terminating the process either through task manager or logging off Windows and telling Windows to close the program). My retry attempt is always successful.Įdit 2: It appears I've stumbled into another one of those issues that have tons of other people asking questions, but not a single person giving any answers.

when attempting to sign in after a failed auto-sign-in. (Image credit: iMore) Click the Turn on option for Two-factor authentication at the top of the page. Sign Into Microsoft Account Online: Open your Microsoft account, click sign-in, and then click the security tab. Microsoft acquired Skype in May 2011 to be. Click Sign-in and enter your credentials if prompted. What could be causing this random behavior? I am using Windows 7 32-bit.Įdit: I will also add that I am often greeted with the message Your session has timed out. The next generation of Skype from Microsoft gives you better ways to chat, call, and plan fun things to do with the people in your life every day. Sometimes, it opens and just sits at the login screen until I find out about it a few hours later when my co-workers start asking me why I'm not online. I have Skype set up to sign me in automatically on startup, but it doesn't always do so.

Skype sign in every time