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Note 092 min readOutside Eyes

You can’t see the thing you’re inside

You can read every business but your own. Your position is the blind spot, and at $10M to $50M, position gets expensive.

You can read a competitor’s pricing page and tell me where they’re leaving money on the table. Give you a P&L that isn’t yours and you’ll find the line that doesn’t add up.

Your own business, though? You can’t see it, because you’re inside it. You’re a component in the system you’re trying to diagnose, and from the inside, the fog just looks like reality.

Why it stays invisible

The places where you’re misaligned wear the costume of strategy. You’re slow to decide because you “like to think things through.” It sounds plausible, which is what makes it stick, even when it’s nonsense. And your team isn’t going to tell you the thing you’re bad at. You sign the checks.

The most expensive room I was ever in

A few years back I was heads-down building the best product of my career at a marketing-automation company. Then my kid landed in the hospital. I spent the nights at his bedside, writing code against the Pinterest ads API, because I genuinely did not know how to not.

What I actually remember is the nurses coming and going at 2 a.m. while I debugged an integration. I don’t remember most of what the doctors said. Almost done quietly became the whole shape of my life, and I couldn’t see it, and seeing things is supposed to be the thing I’m good at.

My son came back faster than I did. What turned it for me was a room of people who’d been where I was and had the standing to say it: you lost the frame of mind you built this on, and you’re not getting it back by working harder. I needed someone outside the jar to read the label.

What this has to do with your revenue

Same mechanism, lower stakes, longer fuse. You’re the most informed person about your business and the worst-positioned to judge it. That gap is massive. You’ve had a theory about the problem for months; if it were right, you’d have fixed it. Keep chasing it and you’re screwed.

So I start from the outside and assume the problem is somewhere other than where you’re pointing.

No framework does that magic for you. You need a set of eyes that isn’t attached to the story. And if I’m honest, I still catch myself sliding back toward almost done. So maybe I’m the wrong person to be telling you to get an outside eye. Or maybe that’s exactly why I know you need one.

Know where this has to go, and not how?

Twenty minutes. Tell me where you want this company to be in two years and I’ll tell you what I’d go look at first.