Cj N asked:
I am kind of hoping for some good facts behind this… looking for a nice large number total… maybe a few sources and maybe a couple different nice large numbers..
Ultimately I would also like to see how much American’s also pay out of pocket for medical care, as well as how much their company’s pay for health insurance.

you won’t find that number.
OK, from Consumer reports – in 2005, medical COSTS were in excess of $7200 per year, for every man, woman, and child in the USA – over 300,000,000 people.
That would include insured and uninsured costs.
Regarding how much the companies pay for health insurance, the average is $350 per month for a single person, $1200 per month for a family. Some of that cost, though, is shared with the employee – and that amount varies wildly.