Depending on your talents and inclinations, don't underrate the potential of working a high-paying /in/ job, living frugally as a weekend warrior, and retiring/semi-retiring young to go play full time. (see also: Mr. Money Moustache, Early Retirement Extreme, Get Rich Slowly, etc.).
As far as the dick-in-the-dirt pickle-suit-and-Pulaski pipeline goes,
https://sustainability.owu.edu/?p=1183 is a pretty good overview, but even at best this is probably not a clear win over the dentist to ski bum track.
