Being an IT geek, I always keep to the latest version of Windows. I'm on Win 8.1 64-bit and have no issues at all with BIAB or my other software. My only limitation is that my old GadgetLabs 1/4" 8in x 8out sound card drivers don't work by default (They went out of business over 10 years ago). I run Win 8.1 in Test Mode to make it work and no issues so far.
Back on topic... I mostly start in RB if I have a good idea of what I'm starting with. Like the others, I'll start with BIAB if I'm starting from scratch.