Your maths works out perfectly if all of the 50,000 people earn exactly $250,000 a year, but guess what, quite a few of that 50,000 out of a million earn in the 8 digits.
So let us say that outside of your 50,000 who earn $250,000 there are 50,000 people in America that earn around $10,000,000 p/a, which isn't too hard to believe. Now if we add maths to that number, 3.6% of $10,000,000 is $360,000.
So the increase in taxes of $360,000 on those 50,000 will mean an extra $18,000,000,000, yes 18 billion, minus the $950,000,000 lost through the low earners and you still have a massive profit. So in the end the massive earners will offset the difference by a long way so it should (if the plan goes well) work out perfectly. Make the poor richer, not affect the rich all that much and get some money to the Government.
No "ice cream" in the plan at all, it is plain to see you just hate Obama, and some of his policies may be wrong, we are yet to see, but just looking at this plan there is nothing wrong with it whatsoever.