[r00fus]

While I find those who hop from one product to another are often doing analysis without enough data. They're the ones who are making rash decisions, and if not, then they should be able to show me their data.

"You don't know what you have until it's gone" is relevant here - those who don't switch may value what exists (and the perceived/tangible benefits of the vendor/platform they're using) well over any new snazzy features/improvements.

How many new "problems" or "missed expectations" will happen when I migrate that I didn't factor into the switch? About half my office switched to Android in 2012, then switched back in 2014 with the new iPhones.

About the only "leap of faith" that worked for me was moving to T-Mobile in 2013 - very very few problems with them, and the removal of bill anxiety is a blessing I cherish every month (I still have a monthly reminder telling me to check my ATT/VZ quotas - I haven't deleted those - they're my reminder of how shitty it was with them).