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What a Broken Vending Machine Taught Me About Client Retention

Noah Fleming

Noah Fleming

March 19, 2026


I was in a hotel in Dallas a few weeks ago. Late flight, got in around midnight. Starving. Went to the vending machine on the fourth floor.

I put my card in. Selected the item. Heard the mechanism turn. And then nothing. The bag of trail mix moved about an inch and got stuck on the coil. Hung there. Mocking me.

I did what every rational adult does. Pressed the selection again. Shook the machine. Pressed it again. Nothing.

I went to bed hungry.

Now here's the thing. I've stayed at this hotel a dozen times. Nice place. Good location. I've recommended it to clients. And in that moment, not because of the price of trail mix, but because of what the whole experience meant, I thought: does anyone here even know this machine is broken?

The answer was obviously no. Because if they knew, they'd have fixed it.

And that one thought changed how I looked at my clients' businesses forever.

Most companies have no idea which of their client relationships are stuck on the coil. The relationship looks fine from the outside. Contract is current. Invoices are getting paid. No one has complained. But the client checked out six months ago. They're just waiting for the right moment to walk.

The companies that compound client revenue year over year have one thing in common. They engineer the contact. They don't leave it to chance.

I worked with a $45M manufacturing services company in Ohio. The CEO was convinced his client relationships were strong. Retention had been solid for years. Then we did something simple. We looked at his top 25 accounts and asked one question: when did a human being last have a real, unscripted conversation with each of these clients?

Fourteen of twenty-five had gone more than 90 days without any conversation that wasn't automated.

He was sick when he saw it.

So we built a simple rhythm into his week. Three personal check-ins to key relationships. Three handwritten notes to clients who mattered. Three proactive shares of something genuinely useful to a specific client's specific situation.

Not a newsletter. Not a drip sequence. Intentional, personal, human.

Within 60 days he had three clients expand their contracts. Not because of a sales call. Because someone finally called them.

Here's what sounds backwards but isn't. Consistent, personal contact before a problem surfaces, before a renewal comes up, before a competitor makes a call, is not a sales activity. It's a retention activity that produces sales results.

Your competitors are spending money on ads to replace the clients they're silently losing. You could just keep the clients you have.

The vending machine in that Dallas hotel probably lost thousands of dollars from guests who went to bed hungry and quietly resolved to try the Marriott next time. The machine looked operational. The light was on. It was just stuck.

What are you not seeing in your client portfolio right now?

THIS WEEK'S KEY CHALLENGE

Take your top 25 accounts. Ask one question for each: when was the last real human conversation between someone on your team and this client?

Not an automated email. Not a newsletter. An actual conversation.

If any account is past 45 days, reach out this week. You personally. Not your account manager. You.

Then ask the harder question: do you have a system for this, or are you relying on inertia to keep clients around because leaving is inconvenient?

One is a business. The other is a vending machine waiting to get shaken.

-N.F

P.S. If you want to audit your top accounts and find out which relationships are already stuck on the coil, reply RETAIN. I'll send you the exact framework we used with that Ohio manufacturer to map 25 accounts in under an hour.

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