Part I on how systems built for safety can turn into systems that prevent survival. Read Part II here.

Dying from Caution

The decision needs to happen by Friday. By Wednesday, it’s escalated — first to a committee that meets monthly, then to one that meets quarterly. By the time someone with authority actually sees it, the opportunity is gone, the competitor’s product has already launched, and the three people expecting an answer have already left or are halfway out the door.

Meanwhile, the executive team holds another meeting to discuss why everything seems to take so long.

The product that was almost ready for market is now in month seven of "final testing," while competitors launch inferior versions and capture the conversation anyway.

Sarah sits in her fourth interview for the same job, this time facing the “culture fit” interviewer — a phrase she'd heard about but didn't know really existed until today. As the interviewer debates scheduling a fifth round, her phone buzzes: an offer from the startup that interviewed her once, last week. She glances at the person debating her fate and quickly, quietly accepts the other job via text.

You open your inbox to find the press release: your competitor’s splashy announcement. It arrives on the same day your own budget request — submitted three months ago — finally lands on the CFO’s desk. Their subject line might as well be a dare: Introducing the future of… You aren’t in that future.

Companies rarely collapse from a single bad call. They die slow deaths, accumulating antibodies against their own survival — not through catastrophe, but through the weight of trying to prevent anything risky from happening at all. They decline not from bad decisions, but from the inability to make any decisions at all.

The Bureacracy of Fear

Every safeguard makes sense when you look at it alone. Another review to catch the obvious mistake. Another approval to prevent a costly oversight. Another committee to make sure no single person’s judgment sinks the whole thing.

But safeguards multiply. They always do. Each mistake avoided becomes proof that the next layer of prevention is necessary, too. The billing system overhaul now needs a committee — not just to pick a vendor, but to oversee the committee picking one. The marketing campaign gets routed through legal, compliance, brand, finance, operations — and two people who’ve never worked a day in marketing but have very strong opinions.

These companies hum with activity. Meeting after meeting about the process for improving the process. Everyone stays busy, hands moving, decks updating, inboxes buzzing — all while the actual work slips further out of reach. We tend the machine, and the machine is designed to prevent work from happening.

The Heretic's Position

Someone always sees it first. The hiring committee that’s rejected twelve candidates for the same role in six months. The position that’s been “urgent” since January — now it’s August. You mention it, carefully, during the monthly planning meeting.

Your manager’s face shifts into practiced neutrality — a look that says we’ll discuss this later but really means we won’t discuss it at all. After the meeting, two colleagues suddenly need to check their phones. You realize, maybe too late, that you’ve become that person — the one who says what everyone knows but nobody wants to hear.

It’s not that you’re wrong. It’s that you’re right about something everyone has agreed to ignore. You’re the one saying the roof is leaking while everyone else compliments the new carpet.

The loneliness doesn’t come from being misunderstood. It comes from seeing something others have chosen not to see. Meetings take on a subtle chill when you speak. Colleagues glance at each other, trading that familiar look: here we go again.

The Tipping Point

There’s a moment — you don’t always see it at first — when the cost of making a decision exceeds the value of the decision itself. When preventing a small mistake becomes more expensive than fixing it ever would have been. When prevention drifts into pathology, slowly enough that no one notices the patient is not looking so good.

The strategic planning process starts to consume more time and money than the strategy could ever hope to recover. The product development cycle outlasts the product’s relevance. Risk assessments pile up, costing more to conduct than the risks they claim to measure.

From the inside, the company feels successful. Look at all the disasters we prevented! But what's really been done — carefully, methodically — is the prevention of success itself.

Breaking the Machine

I used to wonder how a company that prided itself on thoughtful, forward movement could move so slowly. Why every decision needed a round of approvals from people who would never have to live with the work they were slowing down. Why smart people sat in rooms, debating whether other smart people were smart enough to decide anything at all.

It wasn’t until I watched our biggest competitor launch two new products — while we were still arguing about who should sit on the next committee — that it became clear. I finally understood we weren’t being careful. We were being cowardly.

Survival doesn’t require perfect process. It requires nerve, edge, to stop a process when it’s not working — and the urgency to do it before it's too late.

The real risk isn’t moving too fast. It’s moving too carefully to learn from mistakes while there’s time to fix them. Better to move messily in the right direction than deliberate yourself into irrelevance.

What deserves respect isn’t recklessness. It’s a different kind of impatience — the kind that knows perfection is the enemy of survival, that understands even thoroughness can become a form of negligence if you let it.

Satisfaction doesn’t come from tearing things down. It comes from watching something important come alive again — because someone was finally willing to say what everyone knew but no one wanted to admit: the machine we built to help is quietly killing us instead.

Pig Island, Exuma, Bahamas
Pig Island, Exuma, Bahamas