There's a lot to unpack here. As an X-er I don't quite fit this pattern, but it rings really familiar. Especially the "trying to pretend to the Boomer parents that they have actually set you up to succeed".

The Premium Mediocre Life of Maya Millenial: https://www.ribbonfarm.com/2017/08/17/the-premium-mediocre-life-of-maya-millennial/