If you and family live in NYC or nearby on Wall Street style paychecks, good luck with this transition. Can you go five years on $60-$80k pre-tax? You’ll have to find a CFI job within commuting distance, that means on the Island or CT. Ten years w/o kids and NY lifestyle, maybe; now, it’ll be tough.
That said, flying professionally is work, not what you dream it is. It has the same frustrations, challenges, lots of away time as any JOB.
GF