Will Gregg
Will Gregg
50 years building, breaking, and fixing businesses.

What If the Problem Isn't Hard Work—
It's Where You're Looking.

10 minutes. Honest answers. The hidden gaps in your business revealed + your gameplan to fix them.

10 minutes · Honest answers required · Built for founders building to exit

I've spent 50 years inside businesses — building them, breaking them, and fixing them. Large and small. Across four continents. With nine-figure exits and companies that nearly didn't make it.

The same three problems show up. Every time. In the same order. And in almost every case, the owner is working hard on the wrong one.

Not because they're not smart. Because they're too close to see it. That's not a criticism — it's just how it works when you're the one running the thing.

I built a five-question diagnostic to find it. I built it for my own businesses first. Now it's yours — free, in ten minutes.

I've worked with CEOs from Scottsdale to Singapore, and sat in the same rooms as the best business leaders in the world. What I know is this: the answer is almost never what you think it is.

Five questions will show you what you've been walking past. That's all this is.

What's your business hiding from you?

THE FIX Playbook asks the same five questions I'd ask if we were sitting across the table. But it's more than that. You'll see what you've been walking past and costing you time and money.

Takes 10 minutes · No pitch at the end · Built for founders building to exit

Three problems. Same order. Every time.

Every business that struggles has these same three problems — and most owners are working on the wrong one first. Fix them in sequence. Everything gets simpler.

Step 01 — Plan

Where's the money?

Not revenue. Profit. Where it's coming from, where it's leaking, and where it's hiding. Most owners have never looked. That's the first thing the Playbook finds.

Step 02 — Sell

Who actually pays?

You're selling what you built instead of what people buy. The second question reveals whether your offer matches what your best customers actually want.

Step 03 — Keep

Who's walking out?

You're spending everything chasing new while profitable clients leave quietly. The third question shows you what that silence is costing you every quarter.

Who This Is For

Built for founders building a business worth buying.

If you're building toward an exit — whether that's 18 months or five years away — the question isn't whether you can grow revenue. It's whether you're building the kind of business a buyer will pay a premium for.

THE FIX Playbook was built for founders in B2B services, advisory practices, SaaS, and professional services who are building with intention — to maximize stakeholder value and exit on their terms.

"I'm not for everyone. I'm for the founder who wants to know what their business is worth — and what's holding the number down."

This is for you if...
  • You're building toward a profitable exit and want to know what the business is worth today
  • You've built something real but the growth, margins, or systems aren't where they need to be for a premium multiple
  • You want to maximize stakeholder value — not just revenue
  • You want a clear diagnosis of what's holding the number down, not another framework
  • You're willing to hear an honest answer, even if it's uncomfortable
This is NOT for you if...
  • You're pre-revenue or still validating your idea
  • You're looking for hacks, shortcuts, or a magic system
  • You're not willing to look at the real numbers
  • You want someone to tell you everything is fine

Know what your business is worth. Fix what's holding the number down.

THE FIX Playbook takes 10 minutes. It asks the same questions a buyer's advisor would ask — and shows you exactly what the answers reveal about your exit value.

P.S. — The Playbook is Layer 1 of my diagnostic system. It shows you the surface. If what you find makes you want to see deeper — the blind spots, the counter-moves, the plays nobody else sees — there's a full teardown for that. But start here. See what ten minutes of honesty reveals.

THE FIX — Twice a Week

Tuesdays: what I'm seeing. Thursdays: one pattern from 50 years of fixing businesses. Short. Blunt. No filler.

Every Tue + Thu, 11am MST. One click to leave.