My two cents worth: ride several models in road, hybrid, cyclocross, even touring styles and see how you like each, keeping in mind what your riding style (not to mention your route) is like. Look for mounts for fenders (for those rainy days) and a rear rack (although you can fudge that with P-clamps).

FWIW, Kona has a new model out called the Dew Drop that looks promising; sort of a cross between the Jake and the Dew.

Good luck.