We've thought of it. Unfortunately insurance cos don't have any provision for investors wanting to do this. They'd only talk to us if we made all the founders YC employees, which would mess up things for future investors, acquirers, etc.
And YC contracting to have Administaff carry founders as W-2 workers has many of the same problems as making the founders straight-up YC employees.
What about employees who own their business - would that still mess things up for them vis-a-vis VCs?
YC would be a loose umbrella of organizations.