Those Tiny Details That Make Me Stop and Think “This Dude Actually Knows What He’s Doing”
So I’m grabbing coffee last week at this spot downtown, and there’s this guy in front of me in line. Nothing crazy about him at first glance, you know? Just…
Why I Tell Young Men to Skip the Sneaker Game (And How to Do It Right If You Won’t Listen)
I have to admit something that might sound odd coming from a man who's spent twenty-five years wearing nothing but leather-soled dress shoes to work: I've been watching the sneaker…
I’ve Been Getting Smart Casual Wrong for Years (Here’s What Actually Works)
So I got this invite to a tech meetup last month and the dress code said "smart casual." My first thought? Great, another meaningless term that could mean anything from…
How I Went From Cologne Disaster to Actually Smelling Good (And You Can Too)
The first time I bought cologne was junior year of college, and man, did I mess it up. Walked into Macy’s with no clue what I was doing, got overwhelmed…
Why I’ll Never Be “The Guy Who Always Wears X” (And You Shouldn’t Either)
So I’m grabbing coffee at this spot in Southeast Portland last week, minding my own business, scrolling through my phone and trying to decide if I really need another pair…
Building a Dad Wardrobe That Works for Your Day Job AND Your Side Hustle
Man, I never thought I’d be taking wardrobe advice from watching my buddy change clothes in a Starbucks bathroom, but here we are. Last month I’m sitting there with my…
How I Learned to Look Like I Have My Life Together in 5 Minutes (Even Though I Don’t)
So there I was last Tuesday morning, standing in my kitchen at 7:47 AM, staring at a coffee mug that had somehow exploded all over my only clean button-down. Had…
Why I Stopped Buying Hype and Started Actually Looking Good
Man, I can’t tell you how many DMs I get from guys asking what they should cop for some event they’ve got coming up. Wedding, job interview, first date –…
After Twenty-Five Years of Professional Dress, Here’s What Actually Matters (And What Doesn’t)
You know what's funny? I've been wearing suits to work for twenty-five years now, and I still see young attorneys making the same mistakes I made when I started. They'll…
My Hypebeast Spreadsheet Hit $17K and I Felt Empty Inside
I’ve still got that email saved somewhere in my Gmail archive from April 2016. Subject line was something ridiculous like “SUPREME DROP ALERT – BE READY!!!” with way too many…