When getting near max published loads, I prefer to work up in .5 grain increments (1 or 2 shells at each weight), and stop when the bolt lift starts to feel a bit sticky (or you see cratered primers, or ejector marks on the head), then load your way back down from there for accuracy on your next outing with ~5 shells at each load, again in .5 grain increments. When re-sizing your brass, only bump the shoulder back enough to get the shell to re-chamber smoothly (no excessive force on the bolt to close). This will minimize your headspace, and should help accuracy. Make sure you don't confuse loads for IMR4831 and H4831. Loads listed for H4831 will always have more powder, due to being slower burning, and using IMR4831 instead could be very bad for your face. Don't worry about what people post online for max load data, they don't have your body parts to lose. Velocity figures online always seem to be a ####-measuring contest anyways, for some reason.
As far as how many shells you'll net, there are 7000 grains in a lb, so figure out your load and you can figure out how far a lb can take you. Keep in mind I am still very new to reloading, these are the things I've picked up and found online over the past year or so. Still got all 10, so I haven't messed up that badly yet!
You should get a chrono, not only is it extremely fun, but it's an important tool for loading and if you ever want to do any longer distance shooting (to get appropriate bullet drop, etc)