Building a Vacation Wardrobe That Actually Fits in a Carry-On
The precise moment I knew I had a problem was standing in the security line at O’Hare, watching a family of four check fewer bags than I had packed for…
What Stylish American Teachers/Nurses/Construction Workers Actually Wear to Work
The first time I walked onto an active construction site in Chelsea wearing slim-fit chinos and desert boots, I thought the foreman was going to laugh me right back to…
Outdoor Style That Works in the City (Technical Gear Done Right)
I once showed up to a magazine launch party in Manhattan wearing a technical down vest over an oxford button-down, and an editor friend looked me up and down before…
How to Wear Team Gear Without Looking Like You Never Left College
I still have the faded Chicago Bears t-shirt I got for Christmas when I was twelve. Paper-thin now, with a crack running through the C logo like the San Andreas…
What to Wear to Different Job Interviews Across Industries
I once showed up to a job interview at a prestigious law firm wearing what I thought was an impeccable charcoal suit, only to realize about thirty seconds after walking…
The Surprising Style Lessons Regular Guys Can Learn From Athletes, Musicians, and Politicians
I was standing in line at my local coffee shop last Tuesday when the barista—a guy maybe 23, 24 tops—nodded at my outfit and said, “Trying to dress like LeBron…
The New Rules of Business Casual in a Post-Zoom World
My buddy Mark showed up to our lunch last Tuesday wearing what can only be described as sartorial schizophrenia. Up top? A crisp light blue Oxford shirt and a perfectly…
Building an Age-Appropriate Wardrobe in Your 20s/30s/40s/50s
I turned 35 last month, and it hit me hard. Not because I’m afraid of getting older—honestly, my thirties have been way better than my twenties in almost every respect—but…