Zachary Prell (Winter Collection)

Zachary Prell knows how to make a shirt. The investment banker-turned-tailor wore button-downs every day for over a decade without finding any that truly satisfied him. So, in 2006, he decided to take matters into his own hands, and his subsequent shirting line immediately sold out. That's no surprise to anyone familiar with the brand: Zachary Prell button-downs are made with Italian fabrics, have a perfect fit, and feature smart detailing great for pairing with blazers, sweaters, and other workwear staples. In other words, these shirts will get you anywhere — from work to date night — in style and confidence.