How to Think Strategically in an AI World with Hamza Mudassir, Strategize

Success isn’t just about hustle—it’s about surviving the chaos of growth.Jason Long knows this better than most. After building a 30-person agency, he lost it all in the 2008 crash, nearly died in a horrific car accident, and spent years rebuilding both his businesses and himself.In this episode, Jason and I get real about what scaling actually takes—the mistakes most entrepreneurs make, and the systems that separate struggling founders from professional CEOs.Here’s what you’ll hear:Why 80-hour work weeks are a badge of failure, not successThe accident that forced Jason to rebuild his brain—and his businessesHow private equity taught him the power of financial literacyThe frameworks he blends (EOS, OKRs, forecasting) to actually scale companiesThe mindset shift that frees entrepreneurs from burnoutThis one’s raw, practical, and packed with lessons you can apply today.👉 Looking for a roadmap to scale with less stress? Let's talk.🔗 Resources & Guest Links:Jason Long: Website, Ascendance, Tangent Solutions, JH Media Group

What if stepping back from your business didn’t mean losing control—but gaining clarity?In this episode, I talk with Margo Crawford, founder of Business Sherpa Group, about the five-year succession plan that helped her shift from CEO to Chair—and the deep mental work it took to let go without giving up.You’ll learn:When to start planning your exit (spoiler: not when you're ready to leave)How to prepare your team to lead without youWhy most founder burnout is rooted in back-office frictionHow to measure success in more than revenueIf you're overwhelmed by complexity or craving more freedom, this one’s worth a listen.🎯 Listen now + explore what's next for your business. 👉 Chat with A.J.🔗 Resources & Guest Links:Margo Crawford: LinkedInBusiness Sherpa Group Resources

Success doesn’t come from working harder, it comes from thinking differently.In this episode, I talk with Bruce Eckfeldt, strategic coach and 5x Inc. 500 founder, about how to shift from founder mode to CEO-level thinking. If you’re feeling the strain of growth and wondering why your business feels harder at $7M than it did at $1M, Bruce breaks down how to restructure your team, planning, and priorities to build something sustainable.What we cover:What separates founders from strategic CEOsThe building blocks of scalable, sellable businessesWhy a 3-day strategy sprint can reveal your biggest blind spotsHow to start thinking—and acting—for your business’s long game🎯 Want to lead like a real CEO, not just the person putting out fires? Let’s talk. 👉 Work with A.J.🔗 Resources & Guest Links:Bruce Eckfeldt: Website, LinkedIn, Instagram

When your business is growing fast and AI is changing the game every week… how do you keep your head clear and your strategy sharp?In this episode, I sit down with Hamza Mudassir—lecturer at Cambridge and founder of Strategize—to talk about mental clarity, digital twins, and how to make smarter decisions in an age of overload.Here’s what we dig into:How strategic thinking is evolving in real timeWhat digital twins really are (and how they work)The mental toll of reactive leadership—and how to fix it🎧 Listen to the full episode and let’s talk about what comes next. 👉 Work with A.J.🔗 Resources & Guest Links:Hamza Mudassir: LinkedIn, StrategizeHarvard Business Review article: "AI Can (Mostly) Outperform Human CEOs

What happens when your agency hits a growth ceiling—and brute force stops working?In this episode, Steve Maly shares what finally pushed him to adopt EOS, how it changed his team’s rhythm and decision-making, and why hiring a $500 intern changed the trajectory of his business.Here’s what you’ll take away:How to spot the real reason your growth has stalledThe hidden value of weekly meetings (done right)Why structure matters more than toolsHow to think like a strategist—not just a founder🎯 Ready to get out of the weeds and think bigger about your business? 👉 Let’s talk.🔗 Resources & Guest Links:Steve Maly: LinkedIn, Maly MarketingEOS (Entrepreneurial Operating System)Baby Bathwater

Your brain is your business’s most valuable asset—so why aren’t you training it?In this episode, I talk with Paola Telfer, founder of Sens.ai, about how she turned a personal brain injury into a mission to help entrepreneurs perform better mentally. We dig into the science of neurofeedback, how to stay sharp under pressure, and why brain optimization isn’t a luxury—it’s a necessity for high-stakes leadership.🔹 What you'll learn:How brain training works and why founders need itTools to manage stress and sharpen focusHow to bounce back from burnout and mental fogListen now & build a smarter brain for the business you’re leading.🔗 Resources & Guest Links:Paola Telfer: LinkedIn, Sens.ai blog, Sens.ai InstagramGet Sens.ai: https://bit.ly/44VpVQ5 

What comes after the big exit? For Jess Stewart, it wasn’t freedom—it was confusion.In this episode, we unpack how she rebuilt both her purpose and leadership rhythm after selling her company. If you’re feeling stuck in your business or unsure about what comes next, Jess’s story offers a practical path forward.Here’s what we cover:The emotional and operational void after exiting a businessHow to install structure without losing flexibilityWhat leadership rhythms look like in real companiesFeeling stuck in the chaos of what comes after your big milestone? Let’s figure out your next chapter. 👉 https://bit.ly/3ZnqyzR 🔗 Resources & Guest Links:Jess Stewart: Website, Activate Community

Success isn’t just surviving chaos—it’s building toward your exit.In this episode, I talk with Philip Blackett, founder of Dream Business Makeover and LifeAfter40.com. He’s been through the fire—literally rebuilding a cemetery business during COVID while pulling double shifts at Chick-fil-A to make payroll.We talk exit strategy, leadership, and what really works when you’ve got to grow through chaos.🎯 You’ll Learn:Why most “busy” CEOs miss the pointHow to plan your exit (even if it’s years away)The 4 levers that grow revenue and valueWhat it looks like to lead when everything’s on fireReady to grow your business with a future? Let’s build your exit-ready roadmap. 👉 Work with A.J.🔗 Resources & Guest Links:Philip Blackett: LinkedIn, LifeAfter40.comRich Dad Poor Dad by Robert T. Kiyosaki

Buying a business sounds like a shortcut—but most people never make it to the finish line. Why? Because they chase the wrong deals.In this episode, I talk with Richard Parker, founder of Diomo Corporation, about what really works when you're looking to acquire a business that fits you—and what most people get completely wrong.🎯 You’ll Learn:Richard’s “4-4-4-1-1” process for staying focused during your searchWhy experience doesn’t always translate to ownership successThe 5 filters that’ll save you from a bad acquisitionHow to tell if a business is a spaghetti mess—or ready to scaleThe one shift you must make before even reaching out to a sellerIf you’re even thinking about buying a business, start with this episode.🔗 Guest Links:Richard Parker: https://richardparker.com/

Your business is growing—but is your personal wealth strategy keeping up?In this episode, I sit down with Mark Cecchini, a wealth advisor who works with high-growth founders, to break down what it really means to build a personal capital stack.🎧 We cover:Why “just invest in Vanguard” isn’t a real planHow to make decisions when income’s unevenWhat to do with cash that’s sitting idleWhen to stop DIY’ing and bring in a proIf you’ve ever felt behind on your own wealth strategy, this one’s a must-listen. Want help finding clarity, control, and momentum in your business? Let's grow beyond the plateau together. ⟶ Chat with A.J. 🔗 Resources + Guest Links:Mark Cecchini: X, LinkedInQuadrant Capital