Learned from a friend's experience when he used a .500 S&W and wear electronic muffs while hunting with anything I expect to be harsh. Shot a Blackhawk in .30 Carbine at a crow one time without wearing ear protection and had already learned a little bit of that lesson on my own before that.
Longest shot was with the .460 at what later lased out to about 140yds, using a round hay bale with my mittens and other junk on top of it to make a rest nearly as stable as a bench and bags. Had plenty of time to do everything carefully and get it right.
Most fun was stalking one feeding in a hayfield with the Ruger and taking the shot at maybe all of 30yds.
I have an Auto Mag and LAR Grizzly that haven't even seen the woods since I got them. There's also a Century (different company than the outfit as sells CETMEs and such) .45-70 that needs to get game. A .500 S&W that's a near-identical twin to the .460 that hasn't gone hunting yet, despite being the older of the pair. Several other revolvers that could do the job.
However.
I voted T/C, simply because I have over half a dozen Contender barrels suitable for deer. So I'm thinking I should give one of them a try the next time I use a handgun. I've hunted with Contenders several times and have yet to get a deer with one. Missed one with the 7-30 Waters barrel at a distance of about 15 feet a few years back: I was set up to shoot across a ravine and almost got run over by a bunch that came piling through the brush on the side I was on. Turns out you don't see much through a 4X handgun scope at that distance.
Maybe I'll give that barrel another chance or the .30-30, .357 Max, .44 Mag, .35 Rem, .45-70, .30 or .357 Herretts, 7mmTCU and I know I'm forgetting some others that could have a go. I keep toying with the notion of trying to get a deer with the .270REN (.22 Hornet case opened out straight), but legal or not, it seems a bit undersized...