Okay, my first two tokens have arrived (I though I'd ordered the Toledo 'school' token, but I hadn't, it was the older Community Traction token with a simple hole... so I promptly ordered the 'school' token from another seller...). It's all downhill from here, isn't it?
Looks like the difficult letters are the ones you'd expect -- at least on eBay, I haven't seen any Qs, Xs or Zs, but that hardly constitutes an exhaustive search. There's one with a good + that could pass for an x if it's rotated 45°... is it too soon to start cheating?