The epitome of soft tailoring. As laid back as it is sharp, this is what the Italian courtier, diplomat, and author Baldassare Castiglione must have had in mind when he coined the termsprezzatura to describeeffortless nonchalance. Equal parts wool and cotton, the charcoal glen plaid fabric is soft and comfortable, with a little bit of stretch for easy movement. The Madison has a natural shoulder, relaxed fit and lightweight butterfly lining. Additional design details include pick-stitching at the lapel and a chest pocket known as abarchetta (the Italian word for “little boat”), because the sleek curvature of the pocket resembles a small skiff. Paired with a tee and sneakers, it’s an office-ready look that feels WFH-friendly.