The 41 is an under rated and unappreciated round for sure and wouldn’t be a bad choice.
From what I remember of the conversation, he’s concerned about Black Bear. While going bigger is never a bad choice, I don’t think he chose poorly.
Plus, one has to work with and realize their limitations. While he didn’t say there were any or that he couldn’t shoot a bigger round accurately, a well placed lower powered round is going to make a world of difference over a poorly placed higher powered one.
For Black Bear, a .357 will do an adequate job and isn’t underpowered for what he intends to use it for.
People have taken down Grizzlies with a 9mm. Granted it took the entire magazine, less one round to do it, but it has been done. A .357 is much more powerful and the bear is smaller and a wheel gun with that caliber has enough capacity for the task. Though, at least one speed loader isn’t a bad idea and with practice, can be as quick to reload as a semiautomatic.