You have a couple of days still until the deadline, which was extended past the weekend.
I don't know if the gray chips are as exciting as the black ones. The colors seem to pop better on the black ones.
I like the colored background with white logo because I think it helps the chips be easier to read and sort quickly. Also I think the simple non-beveled effect will print better and look sharp from a distance.
But these are not my chips. Your idea of using a gray
inlay and color for the logo might also work. I'd say you should talk to the folks at ASM about what colors to use and whether they can accept the type of image you are generating, with its beveled effect, and whether they think it will print well. I fear it might look muddy or lose clarity at that size. Just because there is a "Bevel" button in your software doesn't mean you have to use it.
If you want to recreate what I did to the ELLE logo -- just stretch the L shape one unit longer and one unit taller. That's all I did. (I redrew your ELLE logo on graph paper, presuming that you intended the width of the L and E elements in the logo to be equal to the width of the space between the elements of the E.) And I put one unit of space between the items. So the interior rectangle is 7 units by 5 units, if you get what I mean. But the overall shape is still including a tilted square, as you mentioned.
I think the rectangle in the middle is the way to go because I really hate to see denominations squished to different sizes to fit 1000. I think it looks stronger if all the digits are the same size on all your chips. But I know not all chip designers work that way.
Maybe show these various ideas to your friends and get some feedback.