Thanks for the nod. The first step towards carving in hardboots is carving in softboots. You can practice The Norm on your current gear and get to the point where you are linking carved turns on green circle slopes - that is, changing edges before the board points downhill and carving the downhill edge around until it becomes the uphill edge. Then you can take that experience into hardboots.
Bomber has a good policy about sizing boots and being able to return them (unridden of course) after trying them on at home. So I say try the Heads. Failing that, look for an all-mtn ski boot and seek help from good retail shops. As for bindings, yes, contact Bomber. They are away at the SES until the 14th, so you should wait and call them on the phone after that (do not email, they will be swamped with email backlog). Standard Bomber TD3s go to Mondo 30. Step-in TD3s go to Mondo 31, but call to confirm. Catek Longplates go to Mondo 31.5, but ordering anything new from Catek has been problematic for several people on here for the past couple seasons - they are having issues. You can check the classifieds here for a used set, but Bomber's suspension system makes for a more comfortable ride, imo.
For boards, going custom is a good idea, or if you're on a budget I would look for a used Swoard 175 XH or H, or a Donek Blade 180. They are wide. Or heck, a new Donek Blade 180 ($700 - will save you quite a bit over a custom). Basically you want a board that is wide enough for you to mount your bindings no steeper than 60 degrees with no boot overhang.
Hope this helps, good luck!