Plex Media Server works after reinstalling, but..

I will watch a movie in the evening, turn it off, and the next day I have the Message come up "Plex Server Unavailable, please try again". The only way I can get it back, is to uninstall the whole thing/App from Roku 2, then uninstall Plex Version 2.9.0 , from my Programs "uninstall", on my laptop. Then I reinstall, and watch a movie again.

There has to be an issue, but since this started happening after using the app since january (so the issue has been going on 2 weeks now) I am putting in serious time trying to find out what is wrong.

Here is my computer info, as well as Plex and Roku 2. Also exact screen message I get after closing for the night and reopening Plex the next day, or anytime I shut it down and try to get on again.
http://i556.photobucket.com/albums/ss2/nwcountry/Capture.pnghttp://i556.photobucket.com/albums/ss2/nwcountry/plex1.png