RE: 30/30 or .44
I got to go along with big country on this too. The 30-30 has killed a lot of deer and will continue to do so but it ain't great. From your post I assume you are looking into a lever action rifle. If that's the case you'd be better off with a 35 Rem. instead of the two cartridges you have given. Even the 32 Win Special is better than the 30-30 but these are becoming rare.
Out of all the levers I have and had, I like my Marlin Guide Gun in .45-70 the best. Its short, fast handling and has plenty of OOMPH for any deer, black bear, and then some.