I am changing web hosts at www.marketing.fm and if you are reading this things have gone well!  More details to follow but so far so good.

A few notes:

Hosting has progressed in some ways, and in others has not budged from the first cPanel I ever used.
Cloud services make moving a host easier than in the past
Domain propagation and DNS changes are faster than 5 years ago
High speed connectivity helps
Organization and checklists are key to a seamless transition
My own hosting skillz have improved

If you see something wrong please let me know!