I have done almost exactly what the OP has questions about. I purchased 400 HXP 30-06 rounds for my Garand (have no idea how many years this military surplus ammo has set in a warehouse under unknown conditions, or if powder had solidified). Pulled bullet, dumped powder (trash) removed decapping pin, F/L sized, new weighed powder/charge and reassembled. Made a few this way then tried a few premium bullets. Of course when I dumped the powder I tapped the mouth of the case on the bench, habit more than worry about "stuck" powder. Unless I went immediately to a new powder charge from just pouring out old powder, I doubt if I could have had any problems. I re-did about 200 rounds like this and didn't see much difference from my other handloads. Accuracy wasn't quite as good as my normal handloads, but better than "stock".
I don't crimp my rifle handloads for my Garand or SKS (or my bolt guns). I experimented and reloaded 16 rounds of 30-06, mixed brass, with Hornady bullets and no crimp. Loaded eight in a clip, fired 7, ejected the 8th. Did this twice. Then reloaded the previously fired 8th rounds in the 8th position in a new clip. Fired 7, ejected 8th. Did this with the two previous "8th rounds". Measured test cartridges; less than .001" movement. The only time I have "needed" to crimp rifle rounds it when they are fed from a tubular magazine.
I have worked with metals (life long machinist/mechanic), and know a little on brass characteristics. Brass, for reloading, is annealed when it becomes work hardened and brittle, not to make it "elastic". It returns the brass to it's original malleability. Cartridge brass does stretch and seating a bullet with a .002"-.003" interference fit will stretch the case neck.