It's like the first time you took the glass out of a game, and you were all scared of it. But quickly you treat it like another pinball part.
Yeah, the design bites, but it is what it is. The "humps" at the back of the rails on the side are there so you don't accidentally slide it off the back. Unfortunately that means it requires more force than you think it should. Stand in the player position, hold both pegs, pull it a bit towards you, and then slam it back over the humps. It will feel like you are slamming it into a wall, but eventually you will get the feel for how much force you need.
Things to watch out for? Well that would be when you are putting the playfield back down, because those pivot points on the bottom of the playfield will gouge the inside of the cab if you're not straight. Also (like a lot of games), watch he cables and grounding strap to make sure they do not get pinched at the backboard of the playfield.