I've never shot or owned a .357 Max, so I can't comment on the round. I have owned .44 Mag in 10" Contender, and do presently own .44 Mag in 7-1/2" Super BH and 4" S&W 629. For deer hunting, my opinion, and it is just that, is that the .44 would be the better choice of the two in a Contender or G2; however, I have come to prefer the .44 caliber in a revolver. I'll try to explain my simple logic. Once you step up to a Contende or G2 platform I feel that either of the above calibers becomes the 'limiting factor" in the setup. My preference for deer hunting in a Contender is the 14" 7-30 Waters. That caliber, in that platform, will perform beyond my ability to shoot it accurately, therefore I become the limiting factor in the equation. That said, if one of those two is your chosen caliber, then either should perform better in a break open handgun as opposed to a revolver. Keep doing your research, and don't buy until you are comfortable with your decision, whatever it is; that's really the bottom line.