Interesting. I actually found the breaking in of horses and herding cattle to be fun. I wish there were side jobs (like breaking horses, or nightwatch jobs) for herding cattle, because I enjoyed it.
I killed the bear with my melee knife. Pain the ****ing ass, took me forever. At one point, while trying to kill one bear, and barely surviving the attack, another bear managed to jump at me from behind killing me.
But, I got it and completed every challenge. Unlocking the Legend of the West outfit...except now I can't wear the thing. I'm currently going for 100% completion. I'm like at 86%, all I need to do now is win at poker about three different times for different outfits and finish missions for Jack, Abigail, and Uncle.
That and I guess finish the Bounty Hunter jobs. But, the poker thing has slowed me down considerably.