Oh, God, yes.. Customs are completely out of my price range. If Spider is catering to people with small ears, I'm all over it. And if I happen to miraculously win one, all the better!
I have the smallest ears of anyone I know (and actually consider those with bigger ears to be the abnormal ones =P ). I can only use the smallest silicone tips, and even then, their fit is sometimes iffy. Even before sonic signature and price, the size of the IEM is the first thing I take into account when considering purchases. It's always the limiting factor, and it's prevented me from seriously considering IEMs I would otherwise be interested in.
As far as sleeping with IEMs is concerned, I've attempted it with the HiFiMAN RE0, but the abrasive metal ridges make them impossibly uncomfortable for such a use. I'm sure the TinyEar will be much more practical in that regard.
Thank you, Spider, for the opportunity, and good luck to my fellow small-eared Head-Fiers! I'm hoping these will be a Godsend.