Seems like we scared off the OP with the health insurance issues, perhaps the highest hurdle to self employment. When I was a trucking company executive, the organization sought to create a an environment of total subservience by the driver pool, while still being one of the most sought after employers in the tank truck industry. We had our cake, and ate it too, by offering free family health insurance, better than what the Teamsters had. When that option became cost prohibitive, the company began to unravel.