The form factor of the Apple Watch ruins it for me. Watches are (generally) round. The square shape has the same jarring effect on my aesthetic sense as the rounded PIMs from the Danger HipTop/Nokia N-Gage era.

A Moto360 but at about 1/3 the thickness would be something I might consider. I would have bought one already if it didn't look thick enough to be a Woz-style nixie-tube watch.

In fact I'm rather hoping my next watch might be a used Rolex GMT Master II (Black/Red or 'Coke' bezel).

TL; DR: Keep iterating.