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The Thrift Store Strategy That Finds Designer Pieces for Cheap
July 14, 2026 Blog Fashion

The Thrift Store Strategy That Finds Designer Pieces for Cheap

The first time I ever understood the appeal of vintage clothing was when I was 19 and stumbled across a 1960s Pendleton wool shirt at a Salvation Army in Chicago.…

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Why I’ll Never Be “The Guy Who Always Wears X” (And You Shouldn’t Either)
July 13, 2026 Blog Fashion

Why I’ll Never Be “The Guy Who Always Wears X” (And You Shouldn’t Either)

Last week I was at this coffee shop in Southeast Portland and this guy walks in wearing samurai armour. Like, actual armour. Plates for shoulders and arms and… okay, maybe…

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Why I Finally Bought a Proper British Overcoat After Years of Tech Guy Hoodies
July 10, 2026 Blog British Fashion

Why I Finally Bought a Proper British Overcoat After Years of Tech Guy Hoodies

Full disclosure: when I first started working in tech 10 years ago, if someone had told me they cared about overcoats I would’ve assumed they had some kind of issues…

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Why I Finally Admitted M&S Makes Some of My Favorite Clothes (And You Should Too)
July 10, 2026 Blog Fashion

Why I Finally Admitted M&S Makes Some of My Favorite Clothes (And You Should Too)

Ok, time to come clean with something that would have made old Millennial Me weak at the knees. I actually love Marks & Spencer basics. Hear me out – I…

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Why I Finally Found Sneakers That Don’t Turn Into Sponges When It Rains
July 10, 2026 Blog Fashion

Why I Finally Found Sneakers That Don’t Turn Into Sponges When It Rains

I was reminded that day that Portland weather can’t be trusted, even when you think you’ve learned its unpredictable ways. I was walking to meet a potential client at a…

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The £100 Suit Challenge: Finding Decent Tailoring on a Tight Budget
July 10, 2026 Blog Fashion

The £100 Suit Challenge: Finding Decent Tailoring on a Tight Budget

My first “proper” suit was a nightmare. Polyester blend fabric in a terrifying shade of navy that buzzed slightly under close examination. Sleeves and shoulders twice the size of my…

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J.Crew’s Comeback: What’s Actually Worth Buying Now
July 10, 2026 Blog Fashion

J.Crew’s Comeback: What’s Actually Worth Buying Now

If there’s one brand I have an inexplicable emotional relationship with, it’s J. Crew. Explain it to someone outside of the pages of American menswear forums and you’ll get some…

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The One Piece That Completely Changed How I Think About Getting Dressed
July 10, 2026 Blog Fashion

The One Piece That Completely Changed How I Think About Getting Dressed

Last summer I was late to a wedding in Vermont (shocking, I know). Rushing into my hotel room in my boxer shorts and half-buttoned dress shirt, I suddenly remembered that…

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The Stuff I Wish I’d Known Before That Wedding Photo Disaster
July 10, 2026 Blog Fashion

The Stuff I Wish I’d Known Before That Wedding Photo Disaster

What’s worse than taking a bad picture? Spending hours getting ready only to take a bad picture. That happened to me at my friend Mike’s wedding roughly two years ago.…

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I Wore Only Black and White for a Year and Here’s What Actually Happened (Spoiler: It Wasn’t What I Expected)
July 10, 2026 Blog Fashion

I Wore Only Black and White for a Year and Here’s What Actually Happened (Spoiler: It Wasn’t What I Expected)

I bet Joe would wear only black and white for an entire year. No colours. No fun. Nothing but crisp whites and flat blacks. Every item in my wardrobe would…

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