To answer the original question I'm not sure you need to be too worried about how he eats the bone. I've had my male swallow a whole chicken leg before with no issues on either end. I was giving him his dinner which that night consisted of about 5 chicken legs. I gave him the first one with the intention of putting the other 4 down on the ground for him. He took the first one out of my hand and swallowed it whole like it was a treat!
Needless to say I sat the other 4 down and didn't try that again. Once they've been eating RMBs for a while I think they just intuitively know how to eat it. So I wouldn't worry too much about it.
Another question about where people feed during the year. I feed both my dogs outside all year round. Doesn't matter if it's 102 degrees with 100% humidity or 2 degrees with a -30 wind chill and 2 feet of snow they get their food outside. :)