That’s an ok strategy if you actually want to end up in a loud open office, “crushing it” with 20-something tech ‘bros, failing fast and playing hard. However, I’d guess that most people will see past the “How do you do, fellow kids” disguise.
Embrace the gray beard, find one of those companies that welcomes us geezers, and clearly articulate how our decades of experience translates to business value.
Take Dan Lyons' book about his time at Hubspot. In what universe was that going to end well? (Leaving aside the question of whether it was ever intended to end well by all involved.)
Clearly there are some companies more open to more senior people in various roles. At some level, the path of least resistance at least is to accept that.
Embrace the gray beard, find one of those companies that welcomes us geezers, and clearly articulate how our decades of experience translates to business value.