1) I have used circular "card" images for poker chips. Worked fine.
2) Not quite clear on the syntax here. I have built a deck consisting of infinitely many copies of a white poker chip and another consisting of infinitely many copies of a red poker chip. I can deal any number of white and any number of red chips to any player. e.g. each player can have seven white and three red chips. Is that what you wanted?
I'll have to check again on that first part, and for the second, I mean the option for multiples of the same card to stack in one space, with a number to the side showing how many their are. For coins it would be like a "Gold Coin" card with a 48 to the side if a player has that many