The Story
32 freelancers, 27 sole proprietors, $211,000 gone
Every one of the 32 said some version of the same thing: I know I am probably overpaying, I just do not know what I am supposed to do differently. Nobody teaches this in art school, a coding bootcamp, or a journalism program. You left W-2 life, you started invoicing, and nobody explained that the IRS now taxes you like a business with none of the protections a business structure offers. Averaged out, that non-decision was costing each of the 27 thousands of dollars a year in self-employment tax alone.
The July review, in one column

