I know I'm like 3 day and 4 pages behind on this, but the above back and forth popped up for me when I did a search for the Obamacare thread.
As you likely remember, I sell health insurance as a life and health agent. When talking about health insurance, and attempting to sell it, the two biggest groups of people that I get the biggest resistance from is younger folks (especially now with the ACA where younger folks are priced much higher than they used to be), and people from other countries (where by and large "health insurance" doesn't exist). Now you're combining those two groups, and adding the element of illegal immigration statuses? No way this will work. Sure you might get some, but as a group I think you're dreaming here.
About a year or two ago I sold a group health policy to a local horse farm. Lots of migrant labor working the barns and with the horses. The very rich employer was just going to pay for the whole thing, so "free insurance" to the employees. I had to get individual applications from the employees and enter them into the system. Couldn't get applications from some of them. Quite a few repeating SSNs....