We all know the cost of living in SF is beyond ridiculous and $200,000/year in SF doesn’t REALLY buy you THAT much. That said, $200,000/year may be quite an ambitious goal. Is your $200,000/year estimate a before-tax or an after-tax value? If it’s after-tax, that roughly means you’ll have to make $300,000/year. That’s more or less an income of an executive level position (even in SF). Now, if you don’t plan on reporting anything to the IRS or the CA Franchise Tax Board, then it’s another story for another day.