QUESTION (Honest) Thoughts for a website conversion

[shawn_a]

GS does not introduce breaking changes with releases. Everything continues to work, you may have to wait for some plugins to be updated but great care is taken to avoid this being a problem.

And yes there is pretty decent help on the forums, your best bet is to install a local version and play with it and see what the templating options are for converting, as far as moving pages that is always a manual process.