Say you make 50k salary, how much more would you need to be making from side gig to quit the 9-5? Salary is a guarantee, how much extra do you account for the risk of giving up the guarantee? 60k? 70?
Of course this doesn’t account for self employment tax, health insurance, retirement benefits included.
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I’d do both. I wouldn’t quit until I was sure the income was steady. That might be after a year or two.