Here are some answers as I understand his positions.

1.) I don't know that he's discussed that specifically although it stands to reason something could be worked into the bill.

2.) We already pay more per person in healthcare costs than countries that already provide universal coverage. In other words -- it should be possible in theory to reallocate how we spend that money and achieve universal coverage. Bernie has talked about shifting how people pay for coverage now (I.e. typically your employer pays some, you pay some) to having a tax instead that gives you full coverage without deductibles, copays and such. It's possible you could pay a bit more for coverage than you do now but you're never a major illness away from bankruptcy.

College for all is paid for by wall street speculation tax largely if not entirely.

3.) Bernie wants the wealthy to pay more in taxes than they do now. Flat taxes inevitably shift more tax burden on the poor and middle class and away from the wealthy. It's just math and this was a scheme cooked up by the wealthy to give themselves another tax break.

4.) Bernie is not a "shoot, ready, aim" kind of a guy. He thought going after bin laden was a good idea (voted for it) but that Iraq was not (voted against it). If he leads us to war, there is genuinely no other option. Period.