I just pick my boat trailer up and put it on the ball easy as pie.

But with my cargo trailer I do it similar to how Mr. Sandman does it. It takes a few times back and forth checking it because I park it on the side of the driveway and have to angle my truck over to it instead of straight on, therefore there is more guessing but I got used to it.

I never wear high heels while trailering a boat. Too dangerous.