Favorite topic of mine. Yes I am a Boomer. Our parents worked and had little time for activities other than scouts or occasional baseball game. So our generation over-indulged, over managed overdid everything for their kids that their parents could not.
True story, I was coaching a 2nd-3rd grade mixed soccer rec league team (mid 90's). Two women parents asked about the banquet, I said we would have a cake on last game and trophy for outstanding offence, defense and most improved. They organize a full banquet and showed up with a box of trophies for each kid.
Buddy of mine (edge of being boomer-millennial) has a kid playing travel baseball. The won a no-name tournament and each kid got a championship ring! Saw it on facebook. Those kids are doomed.
It is hard to watch your kids fail, but I agree with the previous poster that its the only way they learn and get tough. Both of my kids doing well, out on their own.