I'd cut this up into separate posts in all honesty as it's one massive info dump and could be extremely imitating to someone looking to try linux for the first time. I think you focused too much on why to switch and not exactly HOW to switch.
Maybe just focus on one distro also. Yes there are a lot of choices but there's no harm on rolling with one distro for a couple weeks until you get your legs under you and then feel free to hop around.