The choice of the .500 cartridge would suggest that shots will be made at relatively close range. The problem that I envision is the amount of time it would take to reload for a follow up shot. A wounded bear can disappear into heavy cover in little more than a blink. A single shot rifle of the falling block variety can be reloaded quickly if you have a couple of cartridges held between the finger of your support hand, but a break action gun presents a bit more difficulty. On the Thunder Ranch Shotgun video, Clint Smith demonstrates a technique with an H&R 12 bore that he can shoot reload and shoot again surprisingly quickly while the rounds in his sidesaddle hold out. After the first shot, keeping the gun at the shoulder, he cocks the hammer, presses the barrel release, dropping the barrel, which is under control of his support hand, ejecting the empty, he draws a fresh round from the sidesaddle with his shooting hand, chambers it, reacquires his firing grip while closing the gun, and immediately fires again. Not as fast as a repeater, but not bad. I tried it with an old Cooey single 12 I have kicking around, but the lockwork is different enough that the order of reloading must change a bit, as cocking the hammer blocks the action release. It might be worth working out then practicing a technique that works for you.