Word From Between the Cans

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July 31 2026 Sarah Shepard

I Ran a Risk Experiment, and All I Got Was a Terrible Haircut (What Three Failed Tests Taught Me About Risk)

There's a whole genre of TV where people buy a house somewhere with better weather than wherever they came from, and I was on the couch watching one of those when a couple from New Jersey explained how they'd ended up in St. Thomas. They told it the ...

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July 27 2026 Sarah Shepard

Why Your Paid Media Is Optimizing for the Wrong Metric

Your dashboard says the campaigns are working. Clicks are up, cost per lead is down, and the monthly report from your agency looks clean. Meanwhile, your sales team keeps saying the leads are junk, and you can't tell which side of the house to ...

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July 24 2026 Sarah Shepard

My Lizard Brain Runs Its Own Anxiety Disco (and Why the Plate Never Stays Empty)

I'm in a meeting, and my chest tightens before I've even finished hearing what the problem is. My breathing goes shallow and fast. My mind takes off catastrophizing before the person talking has gotten to the end of their sentence, and it's frankly ...

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July 17 2026 Sarah Shepard

Spicy, Not Toxic: How Jay and I Argue Without Wrecking the Partnership

A few years back, Jay told me to stop shitting on his ideas. Not in an email, not in Slack, just straight to my face, after one too many meetings where he pitched something he was excited about and I started poking holes in it before he had even ...

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July 13 2026 Sarah Shepard

Why Experienced Teams Still Need Reset Days

I picked up Scott Galloway's The Algebra of Wealth expecting the usual bruising honesty he's known for, the kind of book that tells you things about money and ambition you'd rather not hear (or wish you had decades ago). And it delivered. What stuck ...

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