Reagan sent the bill to the next generation by tripling the debt, and his policies (which Bush Sr continued early in his term) created the 1990-1991 recession.
The largest causes of the subprime crisis were CFMA -- which was passed by bipartisan effort, albeit primarily republican -- and the SEC deregulating the industry in 2004.
OBRA-93 was significant in terms of reducing the deficit.
It's funny you mention Hillarycare though, because the Republican proposal at the time was very similar to Obamacare.
The vast majority of his veto's were overridden (even Republicans voted against him routinely late in his term), and if you look at the policies passed at that time and the one's he's campaigning on now -- night and day difference.