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Old money hair isn’t loud. It doesn’t chase attention. It sends a quiet message: this man has his life together.

You can walk into a client meeting in the morning, pick up your kids in the afternoon, then head out to dinner—and your haircut still looks right in every room you enter.

Here’s the secret.

Old money hair is clean, bal...


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Jeans are just as appropriate on older men as they are on younger, and with a bit of attention to the style you wear, jeans can be one of the most versatile pieces of a fashionably mature man's wardrobe. But buying jeans for older guys can be tricky if you don't evolve your style as you get older.

You never want to be that guy that makes people do a double-take a...


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A few years ago, I met a 52-year-old executive at a conference in Dallas. Navy suit. Crisp white shirt. Confident handshake.

Then I looked down.

Square-toe black dress shoes that looked like they’d survived three recessions.

Sharp man. Diminished by his footwear.

Two weeks later, I coached a 34-year-old startup founder. Athletic build. T...


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Gentlemen, most men treat accessories like an afterthought.

They buy a watch because “a man should wear a watch.” They toss on a belt because their pants might fall down. They grab sunglasses at the gas station because the sun is annoying.

And then they wonder why they still look… unfinished.

Here’s the truth: accessories are rarely about...


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Shakespeare talked about “the seven ages of man.” Happily, we guys only need to dress for one of these ages at a time!

There's a certain dignity to dressing your age… and there are consequences to violating this rule.

A 45-year-old overweight man with graying hair wearing board shorts and a graphic tee oftentimes looks like a joke. But so does the coll...


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