We've had lots of fun and success with obedience and Rally competition, but not so much with conformation. Our one year old is finally changing that by earning points with a handler. My question is am I supposed to tip a handler when they win and earn points with one of my dogs?

Most people that I know give the handler a nice tip when the dog finishes. However, if you'd like to give a tip when the dog wins points I doubt the handler would refuse it

Many handlers tack on a bonus when they win, so take a look at your bill.