I really miss that white $1 from the first set. I wouldn't drop it. Overall, the second set feels dark, and the green/maroon just doesn't work for me for some reason. Maybe there isn't enough contrast between the base and the edge spot? Maybe it would work better with light green as the base?
Hmmm...another thought would be to reverse the colours on the $1 chip in the second set (grey base with charcoal spot), or use grey / charcoal for the $25 chip.
As is, my vote is for the original version. It works pretty well, and the repeating colours in the edge spots works for me given the theme. I'm no chip xpert, though. Just an ex-Habs fan.