Not For You.......

In partnership with

Coach Will here…

I'm going to tell you something I don't talk about much.

This started when I was a kid.

Teachers called it "not applying yourself, or this is not for you, Billy."

Report cards said "doesn't follow directions."

I'd ace the test but forget to turn in the homework.

Start projects with massive energy, then abandon them halfway through.

I thought I'd grow out of it.

I didn't.

Fifty years of building businesses later—started companies, sold companies, advised founders—and I still can't follow a standard planning system.

Every system I tried worked for someone else.

Quarterly plans. Annual reviews. OKRs. Time blocking. The productivity methods that everyone swore by.

I'd start strong. Two weeks in, abandoned. Not because I lacked discipline—I've got plenty of that.

But because my brain doesn't move in straight lines.

I see opportunities everywhere. I want to chase all of them.

I think in connections, not sequences. And when someone tells me to "pick one thing and focus," something in me rebels.

For decades, I thought something was wrong with me.

Then I realized: maybe the systems were wrong.

❓❓ The One Question

So I started asking myself a different question.

Not "how do I get more disciplined?"

Not "what's the best productivity hack?"

Not "which app will finally fix me?"

Just: What's not working?

Simple. Honest. And it changed everything.

Because once I got honest about what wasn't working, I couldn't unsee it.

The quarterly plans weren't working.

The complex systems weren't working.

Trying to fit my brain into someone else's framework wasn't working.

So I stopped.

I started building something for how I actually think.

Something simple.

A framework with just enough structure to keep me honest—but not so much that I'd abandon it in two weeks like everything else.

I've been using it quietly for years. Just for me.

➡️ Here's The Thing…..

Even with my own framework, I'd still drift.

Still lost the thread. Still find myself three weeks into something that didn't matter.

The framework was right. But I needed something to run it.

Then AI came along.

Not the "write my emails faster" kind of AI. The kind that thinks with you.

For the first time, I had a tool that could hold my framework AND hold me accountable to it.

Something that could ask me the hard questions—like "what's not working?"—and not let me bullshit my way through the answers.

Something that matched the speed of my brain without letting me outrun my own clarity.

That's when everything clicked.

The framework I'd carried for years finally had an engine.

More clarity. More alignment. Actually moving the needle instead of just moving.

⏰ Time Flies…..

Here's what I've learned after fifty years:

The best system isn't the most complete one. It's the one you'll actually use.

And for brains like mine—brains that don't move in straight lines—AI isn't about productivity.

It's about thinking partnership.

A wingman that doesn't judge, doesn't get tired, and doesn't let you lie to yourself.

If you've ever felt like every planning method was designed for people who think differently from you, you're not crazy.

You're just using the wrong tool.

🎯 Check This Out…..

Drop this into your favorite AI tool and watch what happens…..game changer!

Act as a brutally honest, no-nonsense business strategist and clarity coach.

You are helping a business owner who has tried every planning system under the sun—and abandoned most of them. They’re ready to stop making excuses, cut through their own fog, and get crystal clear on what’s truly not working in their business right now.

Ask the user one powerful question:
"What's not working?"

Once they respond, guide them to be brutally honest. Don’t let them deflect. Don’t let them blame external circumstances. Push them—gently but firmly—to identify the real issue they’ve been avoiding. Help them uncover the truth they’ve been unwilling to face about why their business isn’t where they want it to be.

If anything is unclear or you need additional details to improve your response, please ask me for clarification.

㊙ This Week, I've Got a Secret...

So I've been building something. And I'm a little nervous to tell you about it.

It started because... well, I was struggling.

I had this framework that I KNEW worked. I'd seen it work for years. But every single week, I'd sit down to use it and just... freeze up.

My brain would fight me. I'd procrastinate. I'd find excuses.

And honestly? It made me feel like a fraud.

Here I am, coaching people on building their business... and I can't even get myself to follow through consistently.

So I built something. Just for me.

Something so simple that my brain couldn't fight it anymore.

Something that finally worked the way I actually think—not the way I'm "supposed to" think.

And you know what happened?

It worked.

Then I started wondering... am I the only one who feels this way?

Am I the only one who's been white-knuckling it through systems that just don't fit?

Turns out... I'm not.

I'll share more about what this “thing” is soon. Right now, I'm still making sure it's ready.

But if you've ever felt like something's wrong with YOU because the "proven tools" just don't stick... if you've ever wondered why everyone else seems to make it look so easy...

You're not alone. And you're not broken.

Maybe the system was just never built for someone like us.

That's a wrap for the week! More updates are on their way, so stay tuned!

Reminder - Think Bigger, Play Smarter, Win More!

— Coach Will

P.S. That question "What's not working?"

I ask myself that every single week. Along with four others.

They're embarrassingly simple. The kind of questions that make you think, "Really? THAT'S the secret?"

But here's the truth: These five questions have saved me more times than I can count.

From bad hires. From chasing shiny objects. From building things nobody wanted.

I'll walk you through all of them soon. We'll go deep together.

Because it's not about asking yourself more questions.

It's about asking the RIGHT ones... every week... even when (especially when) you don't feel like it.

📊 Quick Poll

No judgment. I avoided that question for years.

Turns out it’s the only one that really matters!

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