"So Uncool"

Why do Early Baby Boomers act like you're not cool if you're good in ways that seems more mature or classical but attractive and even modern still?  It's almost like the thing where it's not cool to be smart, but most people act like that's what you notice, like that's "money" for kids and "what's good," like, socially.

I wonder if that's how people got cool, "dumbing it down," around the early 2000s, like the kids with some "1950s" parenting, by romping around in flip flops and Bath and Body Works, which seemed to discontinue all its "glitz and glam" in the mid 2000s.