I've only ridden in a saddle about a handful of times for almost over a year now.
I can w/t/c/g, jump anything, some dressage, go anywhere on a trail/road.
I've also been on horses I've never ridden before and decided to go bareback, green horses, horses that weren't broke yet, horses that are known to rear and buck, horses that have explosive spooks, or have a habit of refusing jumps.
I just think there's a bit more excitement while bareback.
The only bad part that I have noticed about riding bareback is that there's no where to put your lunch while out on a trail ride. I can't even count how many times I was handed a coke and a McDonalds bag full of food and told to go take some customers out on a trail ride, and come to find out about 5 minutes down the trail I got no where to put my drink! Lol