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JP says the following:
There are 36 covers with an item underneath each one of them. 18 matching pairs in all.

I counted 40 covers at the beginning of the challenge. How do we square these facts? Well, you can have 40 covers total, and still have 36 covers with an item underneath each one of them. So four covers have nothing beneath them. Yes, there are eight remaining when Colby makes his winning picks. I spent a lot of time making caps of the challenge, circling the spot each item was located, numbering each site, and attempting to correlate the sites between caps. I'm giving up because I think the fruits of my labor will be more confusing than just saying that it seems that some of the covers are out of place at the end of the challenge, there were four extra covers at the beginning of the challenge, so it appears to me that they simply had four empty covers in play and left two of the other covers on the field after the items had been removed from underneath them. Hope that made some sense. In other words, I don't think it requires much further examination. No, there weren't exactly 36 covers, but there were only 36 items.