The problem with MassCare (and ObamaCare) is that their mix of guaranteed issue, mandates, community rating, minimum creditable coverage guidelines, and subsidies still inflates the price of health insurance, and state subsidies can't keep up. This was evident in Massachusetts as early as 2007, right after MassCare began to be implemented (see this report for exmaple: http://www.ncpa.org/sub/dpd/index.php?Article_ID=14237)
I think the Startup America concept is admirable. Would that the federal government understood the real problem with starting a business in the United States right now isn't the lack of a couple billion in government programs, but the regulatory barriers and inflation in commodities and products like health insurance that prevent new firms from entering the market, inflation that the federal government has in many ways helped create.