Go to a snowboard show that has lots of inventory, try on a bunch of different boots in the middle stiffness, not real stiff, not real soft, wear the ones that fit best around the store for awhile while you look at other stuff and see if they stay comfy. If nothing fits well go to another store and try again.
Once you have the most important part down - the boots! - something like a burton flying V would be a great allround board that would last you a long time. If budget's an issue then go used or last year's version, get some middle of the road bindings to go with it - if you buy used often boards and bindings are sold together.
I started with a fancy board and crappy used boots and what I learned from that I applied to my wife and 2 kids, I got them both new boots and used boards/bindings to start, the board doesn't matter that much.