Jerry Macnamara

Helping CEOs Scale without Stress | Franchise 500 (2x), Inc500 (2x) & Biz Journal Fast 50 (3x) + Trend Best Places to Work | Ultimate CEO | Proving Good Guys Finish 1st since 1974 | Host "Best Places to Lead"

Your business is working, but can it do more?
 
Like most business leaders, you've likely spent sleepless nights obsessing over your company's future. You’ve closed your office door, scratched your head, and wondered what to do next.

You're anxious about losing your best employees while regretting not letting go of underperformers sooner.

Does this sound at all familiar?
Feel Trapped: You lack a clear execution plan and are overwhelmed by daily crises, running from fire to fire.

Employee Frustrations: Miscommunication and unclear directions leave you shouldering the burden alone.

Unmanageable Growth: Scaling your business feels impossible without the right systems and processes.

Fear Over Joy: Constant fear paralyzes and frustrates you, stealing the joy from your work.

It doesn't have to be this way. With a proven track record leading award-winning companies across multiple industries, I’ve developed a system that drives success. 

Here are some of the results I’ve produced:

Franchise Growth: I helped grow a franchise company from $5MM to $15MM in just 18 months, earning a spot in the Franchise 500 (2x).

Manufacturing Excellence: I transformed a forty-year-old manufacturing company to achieve a 98% on-time delivery rate.

Successful Exit: I started, scaled, and successfully sold an internet business.

Construction Leadership: I led a construction company from $7MM to $30MM in three years, making it to the Inc 500 (2x) and Best Places to Work.

Here’s the truth…
Your product doesn’t matter. 
Your service doesn’t matter. 
Your industry doesn’t matter. 
Your channel doesn’t matter. 

Your business is widgets, plain and simple…  and the only thing that matters is your leadership approach.

However, on-the-job training is stressful and costly, eating away at your opportunities and profits.
If you want to scale without stress, join our exclusive mastermind of high-growth B2B CEOs. Learn from my experience and avoid the pitfalls that can derail your progress.

Book a call: https://calendly.com/jerrymacnamara/25-minute-zoom

Founder and CEO

Business is not only the economic engine of the world, but it is also the engine of cultural change. Our mission is to positively impact a healthier, happier world where people live life on their terms, with intention, because of better business. By equipping our CEOs with frameworks to lead and a support system to help, businesses will fulfill the promise to their customers, vendors, and employees.

ProvenChaos. Weird company name, right? 

Let me explain because you’ve probably experienced it yourself.

You’ve Proven there is a pain point you can solve in the market, but you feel in Chaos because your systems, people or processes haven’t kept up. Or, maybe you feel in chaos personally because the business is stealing all your energy and time away from your family, so there is a lack of fulfillment despite your success.

That’s ProvenChaos.

Have you ever had that ProvenChaos feeling? I bet you have.

Learn how we can help at ProvenChaos.com

Sacrifice is not a scalable strategy.

At 26, I thought I was invincible.

I was running a high-growth Franchise 500 company. On the outside, I was the definition of "successful." On the inside, I was duct-taping it together.

I thought "Heroic Leadership" was the job description. I thought the grind was the price of entry.

Then I landed on a hospital gurney.

Counting the dots of the industrial ceiling tiles and listening to the **beep, beep** of the EKG, convinced I was having a heart attack, the "success" didn't matter. The revenue didn't matter. The growth didn't matter.

In that moment, I realized a hard truth: 

Hustle works as a phase. 

It fails as a system.

What builds a company in the early days cannot operate it at scale. If your growth strategy relies on you being the smartest, fastest, and hardest-working person in the room every single day, you haven’t built a business.
You’ve built a ticking time bomb.

👉 The Pivot: From "Heroic Leadership" to "The Architect"

If you feel tired but “successful,” you are likely at a crossroads. You’ve realized that more effort won't solve the problem. Better design will.

Biology and complexity always win. If you want to avoid burnout and build something that isn't dependent on your 24/7 presence, you have to be mindful about systems and processes now.

Are you ready to stop being the bottleneck?
You know you can't outwork scale. It's a dead end. The real solution is a business designed to scale without your daily heroic intervention.

If you’re ready to move from being the Chief Everything Officer to the Chief Architect, I want to help you map out that transition using the same frameworks I've used to build and sell companies (+ advise over 100 companies).

DM me "SYSTEMS" and we'll hop on a call. Let's have a conversation about where you’re stuck and how to build a business that actually gives you your life back.

Micromanagement isn’t a leadership flaw.
It’s a systems failure.

Most leaders don’t hover because they love control.
They hover because they don’t trust what’s happening when they’re not in the room.

Deadlines slip.
Updates feel vague.
“I thought you meant…” becomes the default explanation.

So leaders step back in, not because they want to, but because being surprised is expensive.

Here’s the hard truth most people miss:

If “good” hasn’t been clearly defined, micromanagement feels responsible.

That’s not a people problem.
That’s an execution problem.

And until you fix the system, every “hands-off” conversation is just wishful thinking.

I’m breaking down the execution system that eliminates this pattern next Monday, February 9th, at 9:30 am ET. I'll teach, then I'll transition to "Office Hours" where I'll answer any questions you might have about business.

Most CEOs would rather suffer quietly for years than have one 20-minute uncomfortable conversation. 

I call this "Acceptable Mediocrity." These are the "5, 6 and 7s" in your organization who aren't so egregious as the "1, 2, 3 and 4s" that you have to fire them immediately, so you tolerate the behavior. It’s the hidden tax you pay for practicing Heroic Capitalism: the belief that great leadership means absorbing every bit of pressure, making every decision, and personally carrying the weight of the company. 

Why do smart leaders willingly accept mediocre performance?

↳ The Hero Trap: Being the "fixer" feels like value, but it’s actually a trap that trains your team to wait for you instead of stepping up.

↳ Misplaced Loyalty: You keep people in roles because they were there in the "early days," even though they can no longer take the company forward. 

↳ Conflict Avoidance: You’ve convinced yourself that building real systems and having hard talks is "harder" than just doing the work yourself. 

↳ The Hustle Myth: You’ve normalized 60–70 hour weeks and missed vacations as "commitment" rather than a signal of a broken operating model.

The Stats on the Cost of Inaction is REAL:

↳ Productivity Leak: The average company loses over 20% of its productive capacity to "organizational drag"—the unnecessary meetings and decision bottlenecks caused by a lack of clarity.

↳ The Valuation Discount: Founder-dependent businesses trade at a 66% discount (2–4x EBITDA) compared to team-enabled firms (6–10x+).

↳  Execution Failure: When the founder is the central nervous system, 78% of strategic initiatives fail because they can't survive the "Monday Morning" whirlwind of tactical firefighting.

The Instruction:
Stop being the Hero and start being the Architect.

True leadership isn't about how much you can endure; it’s about how much clarity you can provide. 

Growth should be fun and energizing, not destructive, and it should never require you to be the bottleneck for your own success.

❓ How are you at holding the standard and ending mediocrity in your business?

❓ How much easier would it be to lead if you just had the courage to have the 20 minute conversation?

👉 You'd probably be watching the sunrise instead of grinding and stressed in the office.

Historic day on Southwest Airlines. ✈️ 

The rollout of assigned seating was…much slower boarding than open seating. 🤔 

Wonder what that tells us about the universe and natural order.

Hypocrisy is the ultimate brand killer.

I recently saw a great video from a "GoHighLevel Expert." I liked his content, so I signed up for his list.

The confirmation email came from Hubspot.

🤯 WTF?

If you don't trust your own system to run your business, why should I trust it to run mine?

I am committed to eating our own "dog food." As we’ve been mapping out our 2026 plan using our own B2B Revenue Machine, the insights have been incredible. It’s sharpened our POV and forced us to ask the question Melissa Cohen recently posed:

"Would people know it’s you if they read your work?"

"Sameness" is a slow death in this market. So, here is our line in the sand about what I've learned running and advising businesses - what's wrongly accepted, what's broken and a path forward. 

👉 The Core Truth: What got you here will kill you there.
The heroic effort and founder-driven control that built your company is now actively working against it. You are mistaking control for leadership and effort for effectiveness.

🙅‍♂️ The Villain: Heroic Capitalism
We are declaring war on "Heroic Capitalism." This is the culture that glorifies founders who:
Absorb every ounce of pressure.
Make every micro-decision.
Praise "the grind" while their health and families pay the price.

💰 The result? A business that gets bigger, but never freer. You aren't building an asset; you’re building a cage.

The New Rules of the Game
We believe success that destroys the person building it is a failure. We operate by a different set of rules:

Systemic Clarity: Great leadership creates frameworks and clarity so people can win without escalation.

The 4Cs: The CEO’s real job is providing Clarity on how to win, Comfort through tools and training, meaningful Challenge, and genuine Care.

Scalable Autonomy: Growth should be energizing, not destructive. If your team is waiting for you to "step up," it’s because you haven’t "stepped back."

End Mediocrity: We stop keeping people in roles just because they were there in the "early days." We upgrade the systems, or we upgrade the people.

If you're a Founder or Senior Leader, how does this line up for you?

Your team isn’t underperforming.

They’re under-contexted. And, Context is always king.

Most execution failures are blamed on:
❌ Effort
❌ Communication
❌ Accountability
❌ Motivation

That’s a lazy diagnosis. It COULD be right, but...

What’s actually missing in most organizations is shared clarity around outcomes.

When people don’t know:
❓What "good" actually looks like
❓How their work will be evaluated
❓What “done” really means
❓Where decision authority is allowed vs constrained

Your people default to activity instead of ownership.

⬆️ Busyness goes up.
⬇️ Confidence goes down.
↔️ Results stall.

That’s not a talent problem.
It’s a context problem. To be blunt, it's a YOU problem.

And, it's fixable...

Next Monday, February 9th at 9:30 am ET, I’ll show you how to implement The Execution System to drive clarity and outcomes. It'll be a fun LinkedIn Live as I bring Office Hours back and take your questions after I teach for a bit [Link the event]

Product & Business Leader | Scaling Growth & Digital Transformation | Ex-Pro Athlete Applying Sports Principles to Drive Business Excellence | Leadership & Peak Performance Advocate

Product Manager with 8+ years building AI/ML, digital and SaaS products from 0→1, and scaling product and teams from 1→10, with proven ability to scale operations 1000%+ while maintaining lean teams. Track record includes $600K ARR recovery in 30 days, scaling from 0 to $7MM revenue with 3-person ops team, and driving $30MM+ enterprise impact.

Specializing in product-led growth, operational excellence, and AI-powered solutions for health tech, B2B SaaS, and Utilities Industry.

Known for systems thinking, collaborative leadership, and high-velocity execution. I bring customer obsession to every product decision, with proven platform thinking that scales from startup to enterprise.

Currently: Building AI-powered health and longevity products to gain hands on experience with Agentic products.

Let's connect - I specialize in making the impossible look inevitable.

Robin Ayme

OpenAI just launched ChatGPT Health.

I'm building a voice AI health companion in the longevity space.

My first reaction? A pit in my stomach.

Then I read the announcement. And I'm now genuinely excited.

This is exactly what power users have been doing for 2 years. Connect WHOOP. Upload labs. Ask questions.

OpenAI just productized it for 230 million weekly health queries.

What ChatGPT Health is today:
→ Connect Apple Health, wearables, medical records
→ Ask questions, get personalized answers
→ Encrypted and isolated from other chats

What it's not (yet):
→ Proactive
→ Behavior change focused
→ Designed to ask YOU the right questions

Most people don't know what to ask about their health.

They don't think "my HRV dropped 15%, what should I change?"

They just feel tired. Or off. Or stuck.

Right now, ChatGPT Health is a brilliant encyclopedia you query.

But here's where I think this is heading:

Pulse.

OpenAI's daily briefing feature is the unlock. Imagine waking up to:

"Your sleep dropped 20% this week. You have a high-stakes meeting Thursday. Here's a wind-down protocol for tonight and a gym session to optimize your HRV before then."

That's not Q&A. That's proactive health coaching.

The shift from "ask me anything" to "here's what you need to know today" changes everything.

And the ChatGPT App layer is about to explode.

Remember when Apple Health launched and thousands of apps got built on top? Same opportunity here.

ChatGPT Health becomes infrastructure.
Vertical apps get built for longevity protocols, metabolic coaching, post-surgery recovery, sport-specific performance.

The real unlock? When this connects outward. Not just insights but actions - gym classes booked, clinic appointments scheduled based on your DEXA trends.

Who this validates:
Function Health (literally a launch partner), the $10B+ longevity market, niche B2B plays, behavior change platforms.

Who should be nervous:
Generic symptom checkers. "Upload labs, get interpretation" apps. Superpower and InsideTracker will need to double down on what makes them different. The commodity layer just got commoditized.

The honest risks:
AI hallucinations in health advice are real. Privacy concerns aren't going away - even if a strong effort has been done here in terms of separation of concerns. 
Bertalan Meskó, MD, PhD highlighted it nicely. 

But the upside for underserved users who can't afford concierge medicine? Massive.

What this changes for me:
Not much, honestly. or at least I don't know yet. 
I think it’s hard to compete against OpenAI. There is still a spot for niches (think HYBRD or Noom)

Data plus AI was always just foundation. The hard part is the last mile - getting someone to actually change.

OpenAI just built the infrastructure. And that's exciting

https://lnkd.in/dtkQ22J2

Building AI Health & Longevity Products | Cross-functional Leader | 0→1 + Scale Expert | Ex-Pro-Athlete

The PM/engineer line is blurring

Every day a new AI coding tool or update drops. PMs are shipping features themselves. Engineers are making product calls in the prompt.

Everyone becomes 10x more efficient - that's exciting. 

The walls are coming down.

But here's what's actually happening: the skills are merging, not disappearing. PMs who understand architecture and design patterns make better decisions. Engineers who think in user problems and added value write better code.

The tools just accelerated what was always true: the best builders do both.
Hum hum (Entrepreneurs). 

What you can't skip: the fundamentals. Database structure. System constraints. The scars from real production systems and 100s of customer interviews. These aren't technical trivia. They're judgment.

Using Claude Code is the same skill as leading a dev team. You need to know when the output is wrong. You need context. You need taste.

You can't replace customer interviews by asking chatGPT what to build. 

I've spent the last two years getting back to technical roots while keeping the product eye. Building something at the intersection of what I know and what I care about. Best decision I made to stay updated (even if every 2 weeks I feel behind). 

The future isn't PMs replacing engineers or engineers ignoring product. It's both roles converging into something new.

The question isn't which side you're on. It's whether you're building the full stack of skills.

Your body is a prediction machine that's stuck in the past.

We don't diagnose disease until symptoms show up.

By then, the damage is already done.

The human brain can't process 50,000 research papers. Your doctor can't hold years of biomarkers in memory and spot the pattern. So we wait. We react. We lose.

But what if we didn't have to?

ChatGPT and Claude just added health connections. OpenAI acquired health data infrastructure. Everyone's moving in at once.

Here's what's actually happening.

We're building a continuous observer for your body.

Feed an AI system your DNA, your biomarkers over time, wearables data, sensors. Let it run. It doesn't get tired. Doesn't forget. Doesn't need to read thousands of papers.

It sees the pattern before the disease does.

It surfaces signals that come months or maybe years before you feel sick. It catches the drift before it becomes irreversible.

You stop treating disease.

You start treating probability.

This is why the labs are moving so fast.

This isn't about optimization. It's about flipping medicine on its head. From reactive to predictive. From treating what's broken to catching what's breaking.

The future of health isn't in the hospital. It's in the constant flow of data through a system that actually understands what's shifting.

The question isn't whether AI will transform healthcare.

The question is: what happens to the old system when it does?

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The Battle

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