I've also been a long time Windows user, coming from Windows 85 through to Windows 10. I've occasionally tried Ubuntu but always returned to the familiarity and polished UI that windows excels at. However, recently I've completely migrated to Ubuntu in order to soak it up so I can use my personal experience to deal with Ubuntu Server issues at work. As I write this I'm using Ubuntu-Gnome which I arrived at after trying several Linux OS's.
I like computers most of the time and I like sharing best practices, so I'm to share my experience with others here.