Beyond the difference in cost per individual, when health care is tied to an employer it can be a deterrent from changing employers. For instance, an employee undergoing cancer treatment would be forced to stay with the current employer and insurance policy even if they received a better job offer.
There are some federal requirements for covering pre-existing conditions, but they do allow for a period of time where no coverage for those conditions is provided. Some states require immediate coverage of pre-existing conditions.
The original intent of this post wasn't to seek out risk-reduction in startups but to spark a discussion on how health care in the U.S. could be improved.