Neat "what if" scenario.
The one that'd be on the shoulder constantly would be a twenty-five caliber, with a Leupy of some sort. I'd have 75-grain V-Max's in one pocket, 80-grain TTSX's in another, and 120-grain Partitions in the rifle. Probably a .25-06, and more than likely a G33/40 Mauser '98.
The "could be somethin' BIG over the hill" rifle would be a Ruger #1, chambered in 375 H&H, with open sights, Savage 116, in 338 Win Mag, with open sights gotta think about the second one; big power, long range, or both??????
