Word From Between the Cans

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August 6 2026 Jay Feitlinger

How Much Free Work Should You Do Before a Contract?

You spent six weeks scoping a deal before anybody signed anything, and now your operations lead is looking at the internal budget sheet like you personally lit it on fire. Sarah Shepard, our COO and my co-host, and I have been having some version of ...

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August 3 2026 Jay Feitlinger

Closed Deals Still Leak Revenue After the Contract Is Signed

Winning the deal isn't the finish line. Here's what breaks down in the handoff from sales to delivery, and why it quietly costs B2B companies expansion revenue.

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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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