How the Letterman Hat Fits

The Letterman is its own thing. It carries the height of a high-profile hat but skips the rigid structure — the result is a relaxed, broken-in silhouette that sits tall without feeling stiff or overly formal.

If you've been looking for something with presence but not polish, this is it.

The Fit

  • Profile — High, but unstructured. Sits tall on the head with a softer, lived-in shape rather than a sharp, form-fitted front panel
  • Feel — Loose and relaxed. Breaks in naturally over time and gets better with wear
  • Closure — Leather back strap with adjustable sizing for a flexible, dialed-in fit
  • Best for — Medium to large head sizes. The adjustable strap accommodates a wide range, but the height and relaxed build tend to look and feel best on medium to large heads

Letterman vs. High Profile

Both styles sit tall, but where the High Profile is structured and bold, the Letterman is worn-in and effortless. Think the same height with half the rigidity — vintage energy over clean-cut.