Road Runner: ASICS Gel-Kayano 16

Overpronate? This stability shoe is all about controlling your motion, without compromising a springy feel. $140

Road Runner: New Balance 905

The most barebones training shoe in our line-up--our testers only wanted to run fast in this featherweight runner. $110

Road Bike: Cannondale SuperSix3

Designed like a pro racer's bike but with a less-expensive weave of carbon fiber making it peloton- and wallet-friendly. $3,750

Jacket: Scott Spectre

A jacket that wears as well on the slopes as it does in the city.

Bike: Ridley Noah

An aerodynamic road bike built to withstand rough roads.