Sean,
My guess is that you have cache cleared every time you close your browser or similar. Normally, it would only pop up the first time you log in and then it would not show it again unless you clear cache.
To disable this feature, go to the System Settings --> Organizations, Users, Licenses --> 7.27 'Show Welcome Page' and uncheck it. By default, this feature is turned on.
Sincerely,
Boris Krutiy