The point of match-making is playing with people your same level. It doesn't matter what level tyler1 is, he'll be playing against people that will challenge and give him a hard time.
You're not matched against people less skilled than you where you can just "relax" and walk it in. When you reach your skill ceiling, you have to work hard just to remain there.
> When you reach your skill ceiling, you have to work hard just to remain there
Top players hit the ceiling of the MMR system before they hit their skill ceiling.
When you get to the very top of a ladder, matchmaking stops working correctly. Partly because the top few players are insanely good compared to everyone else and partly because there are literally not enough people online at any one time for an equal match to be made.
You're not matched against people less skilled than you where you can just "relax" and walk it in. When you reach your skill ceiling, you have to work hard just to remain there.