This was one of my biggest fears before quitting my job. It's turned out to be complete non-issue. Took me all of 2 hours to sign up for a plan (healthcare.gov

This was one of my biggest fears before quitting my job. It's turned out to be complete non-issue. Took me all of 2 hours to sign up for a plan (healthcare.gov or your state's ACA marketplace). It's obviously more expensive than if my employer paid (costs me low hundreds / month) and you may not get exactly the same tier of plan, but you have plenty of options. It's not 100% ideal, but in my experience it was not nearly as dire as people make it out to be. Your mileage will obviously vary by state, age and family size.