In this second installment of The Glass Hammer “Best Of … Series,” we build on our popular piece about the Best Work Flats to bring you an advanced segment: the Best Work High Heels. This category is substantially trickier than flats, because flats are (almost) always comfy, while heels rarely are. Thus, these three styles are winners because they rate high in both the style and comfort categories.
Here, we feature basic black, as that’s the most useful color for a pump, but the styles here come in a range of colors and textures.
- The Carma Pump – Cole Haan – $275
This Cole Haan shoe is designed with Nike Air technology, including hidden air pockets in the soles and special cushioning in the heels. While you probably couldn’t play a decent game of basketball in them, they certainly hold up to a full day running around the office. These shoes have the added benefit of coming in low, medium and high heels, so you can adjust to your comfort level. This shoe also comes in black, brown, navy, taupe and patent. We also like the sexier, sleeker cousin to the Carma, this season’s Fiona, which gets a slightly higher style and slightly lower comfort rating.

French Soles, Helium Flat. Standing the test of time, French Soles are the original ballerina flat, and have been around in relatively the same form since 1978. Extremely comfortable, with a cushioned sole, the sides come up higher than your normal flat. This may provide additional support, or prove irritating to the ankle bone, depending on the shape of your foot. These shoes come in a virtually unlimited array of styles and colors, but we love the Helium model, with its Chanel look-alike quilting and adorable bow. This model comes in black, bronze, silver, gold, and brown, and is available in leather, suede and patent. Prices start from $225.