If you reach into a random box and take out a random bill, there are four possibilities, all equally likely. You will either grab the $1 bill, the $100 bill in the mixed box, the first $100 bill in the all-hundreds box, or the second $100 bill in the all-hundreds box. You grabbed a $100 bill, so we know the first possibility didn’t happen, but the other three are all still equally likely. So, there was a 1/3 chance you grabbed the $100 from the mixed box, a 1/3 chance you grabbed the first $100 bill in the all-hundreds box, and a 1/3 chance you grabbed the second $100 bill in the all-hundreds box. You will grab a $100 bill next if either of the second possibilities happened, so there is a 2/3 chance of getting another $100.
We can exaggerate the situation to make it more obvious. Let’s say the first box has a million bills in it, all of them $1 bills except for one $100 bill. The other box has a million $100 bills. If you reach into a random box and grab a $100 bill, you know that you almost certainly reached into the all-hundreds box, so the next bill you grab from that box will almost certainly be another $100, with a much better than 1/2 chance.
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