Is there a place where such "green flags" would net me money? It seems like as a software engineering employee, the roles that require me to waste time reinventing the wheel and battling self-inflicted complexity pay significantly more than those who require solving actual problems with boring tech.
> Is there a place where such "green flags" would net me money?
Well the best way to reap the benefits of your experience is to run your own company. Not screwing yourself over with BS tech is a competitive market advantage. However you might need to hire people so you can’t pick something too old.
Working for other people it’ll mostly net you less on call headaches.