The Happy Hustle Podcast

What if the secret to a business that actually sets you free has nothing to do with your idea, your hustle, or your vision, and everything to do with a number most entrepreneurs never pay close enough attention to?

In this episode of The Happy Hustle Podcast, I sit down with Omar Zenhom, co-founder of the legendary $100 MBA Show podcast and the man behind Webinar Ninja, a SaaS company he built from zero to over 30,000 users and eventually sold in 2024. Omar is an educator turned entrepreneur, the kind of guy who left a decade of teaching to...

What if the wealthiest person in the room isn't the one with the biggest bank account? What if it's the one who can take a Tuesday lunch with their kid, go fly fishing mid-week, and fall asleep at night without anxiety eating them alive? Because I know people making five million a year who can't do any of that. And I know people making 120 grand who are living fuller, freer, and happier than most. So who's actually richer?

In this solo episode of The Happy Hustle Podcast, I break down what I call the Seven Freedoms Framework...

Have you ever felt like your head is a browser with 47 tabs open, none of them loading, and you can't figure out why you feel so scattered and behind even when you're working harder than ever? Yeah. This episode is going to hit you right where it counts.

In this episode of The Happy Hustle Podcast, I sit down with David Allen, the bestselling author of "Getting Things Done" and the creator of the GTD methodology that has genuinely changed how millions of people think about productivity. With over three million books sold across 30 plus countries, David...

Ever feel like no matter what you achieve, it's never quite enough? You hit the goal, get the thing, close the deal, and then almost immediately your brain moves the target again. You're not lazy. You're not ungrateful. You're just infected. And in this episode, we talk about exactly that.

In this solo episode of The Happy Hustle Podcast, I break down what I call the More Disease, the hedonic treadmill that keeps high achievers stuck in a cycle of wanting more money, more followers, more stuff, more achievements, without ever actually feeling fulfilled. This episode isn't...

What if the key to building something truly great wasn't perfect balance, but the courage to be temporarily out of it? That question hit me hard in this week's conversation, and I think it's going to hit you the same way.

This episode of the Happy Hustle Podcast is one of those conversations that just fires you up from start to finish. My guest is Tayson Whitaker, founder and president of Outdoor Vitals, a performance ultralight backpacking company he started at just 23 years old with $500 in his pocket and a whole lot of grit. Ten years later...

What if you could sit across from 10 of the most successful entrepreneurs alive, ask them one money question, and actually get a straight answer? No fluff, no sales pitch, just the real stuff. That's exactly what I did, and honestly, what came out of it might change the way you think about money forever.

This episode is a mashup of some of the most powerful financial wisdom I've ever collected on The Happy Hustle Podcast. Over time, I asked 10 incredible guests two simple questions. What does happy hustling mean to you? And what's your best money hack...

What if the most important thing you ever built wasn't a business? What if it was a blueprint, one that defines who you are, what you stand for, and how you show up for the people who matter most? That's the question this episode dares you to answer.

In this episode of The Happy Hustle Podcast, I'm resharing the Guest Guru Training that Rich Christiansen delivered exclusively to our Happy Hustle Club. And let me tell you, this one is too good to keep behind closed doors. Rich is a bestselling author, humanitarian, mentor, man of deep...

You ever wake up, look at your calendar, and feel that sinking feeling in your gut? That dread knowing you've got a call with someone you just... don't vibe with? Yeah. I've been there. And it took me longer than I'd like to admit realizing that feeling meant I hired wrong.

Here's the thing nobody tells you when you're building a business. You can have the best funnel, the cleanest offer, the most dialed-in content, and still feel completely miserable if you're surrounded by the wrong people. That's what this episode is all about.

In...

What if the book sitting on your nightstand right now could change the entire trajectory of your business, your confidence, and your life? Not in some theoretical way, but in a real, tangible, somebody-booked-a-one-way-ticket-to-Buenos-Aires kind of way. That's exactly what this episode is about.

In this conversation, I got to sit down with my good friend Nick Hutchison, bestselling author of "Rise of the Reader," keynote speaker, and founder of Book Thinkers, a company that helps authors promote and market their books so they actually get read. Nick built Book Thinkers from scratch after discovering the power...

When did you last go a full day without your phone? Not just setting it down for an hour, but actually powering it off, walking away, and not thinking about it once. If you're struggling to remember, this one's for you.

Most of us are running on fumes and don't even know it. The constant pings, the never-ending to-do lists, the back-to-back Zoom calls. It all adds up. And at some point, you stop asking "how do I get more done?" and start wondering "why do I feel so off?" The answer might not be a new...

What if every dollar you're already spending in your business could turn into first class flights and bucket list family trips, without touching after-tax money?

I sat down with Eli Facenda on The Happy Hustle Podcast, and this one hit different. Eli is the founder of Freedom Travel Systems, known online as "The Travel Guy." He's helped over 1,000 entrepreneurs turn everyday business expenses into 50K+ dream trips and first-class experiences, all through credit card points. The guy once booked a $6,000 business class flight for $6. That moment changed his life, and this episode might change how you think...

I want to ask you something real quick. What if you could wake up tomorrow and half your to-do list was already done? Emails answered, content posted, calls booked, follow-ups sent, and you did not lift a finger. That is not some far-off fantasy anymore. That is what is actually possible right.

In this solo episode, I am breaking down exactly how I am doing it and how you can too.
I am not here claiming to be the AI guru of anything. I am just the reporter. These are the things that are working in...

Have you ever felt like you were doing all the right things, checking all the boxes, growing the business, building the brand, showing up every day, and still felt like something was just off? Like there was this low hum of chaos underneath everything no matter how hard you worked? Yeah, me too. And that is exactly where this conversation starts.

In this episode, I sat down with one of my favorite humans on the planet, the one and only Rich Christiansen. Rich is a globally recognized thought leader, educator, mentor, and parallel entrepreneur who has co-founded 51...

You started your business to build a better life. Somewhere along the way, though, the business became your whole life. Sound familiar? Trust me, I've been there, and that's exactly why I wanted to have this conversation.

Here's the real question I want you to sit with. What if the reason, you're stuck right now isn't because you're not working hard enough, but because you're working too much the wrong way? Most entrepreneurs are convinced that grinding 24/7 is the path to success. But the data and real life say otherwise. Founders who get seven to eight hours...

You spend a third of your life in bed. Let that sink in for a second. A full third of your entire existence is spent lying on something most of us have never once thought twice about. I know I did not. I just bought a mattress, slept on it, and moved on. But what if the thing you are sleeping on every single night is quietly working against your health? That is exactly what this episode is all about.

In this conversation, I sat down with Tim Masters, founder of My Green Mattress, a company built...

Let me be real with you for a second. I used to be the guy saying "I don't have time to learn another tool." I said the same thing about social media back in 2012, and I paid for it. Every single time I waited, I left money, time, and momentum on the table. So when AI started picking up speed, I made a decision: I was going all in, not as some tech bro, but as a business owner who needed to do more with less and still get home for dinner.

In this solo episode, I...

Have you ever walked into a room and just felt it? That electric energy of being surrounded by people who get it, who push you, who see the same vision you do? That feeling is not an accident. It is proximity working its magic. And this week's guest has built an entire movement around that exact idea.

Eric Berman is a serial entrepreneur, investor, and marketing strategist who has spent decades mastering the art of building powerful communities. He is the founder of Speakeasy Mastermind, a fast growing global community of growth minded entrepreneurs focused on marketing...

Have you ever walked into a room and just felt it? That electric energy of being surrounded by people who get it, who push you, who see the same vision you do? That feeling is not an accident. It is proximity working its magic. And this week's guest has built an entire movement around that exact idea.

Eric Berman is a serial entrepreneur, investor, and marketing strategist who has spent decades mastering the art of building powerful communities. He is the founder of Speakeasy Mastermind, a fast growing global community of growth minded entrepreneurs focused on marketing...

Ever invest in something big, thinking it’s going to change everything… only to realize later the real value wasn’t what you expected?

That’s exactly what hit me after hosting our recent Montana Mastermind Ski Adventure. We had 30 high level, heart centered entrepreneurs come together for a few days of deep conversations, outdoor adventures, and serious growth. And while the experience was incredible, what stood out most were the simple truths that kept showing up again and again.

In this solo episode, I break down my five biggest takeaways from that mastermind. No fluff. J...

Have you ever poured years of your life into something, only to realize you've completely lost yourself in it? Yeah. Most entrepreneurs know that feeling way too well. And today's guest has lived it, learned from it, and built something pretty incredible on the other side of it.

In this episode of The Happy Hustle Podcast, I sit down with Nic De Castro, founder and CEO of LandTrust, a land sharing marketplace that connects hunters, anglers, and outdoor enthusiasts with private landowners across the country. Nic spent most of his twenties working in early-stage tech startups, living...

Ever feel like you're grinding so hard that your body just... breaks? Like you're doing all the right things on paper but still feel like garbage? Yeah. Eric Hinman's been there too. And he went from out-of-shape insurance salesman to five-time Ironman World Championship competitor. So it's safe to say he figured some things out along the way.

In this episode of The Happy Hustle Podcast, I'm resharing the Guest Guru Training that Eric Hinman delivered exclusively to our Happy Hustle Club. Eric is an endurance athlete, serial entrepreneur, investor, and content creator who's built an entire...

You ever have one of those moments where you’re surrounded by people, notifications blowing up your phone, group chats buzzing, social media lighting up… and yet somehow you still feel disconnected?

Yeah, same.
That’s exactly why this conversation hits different.

In this episode of The Happy Hustle Podcast, I sit down with Barb Betts, international keynote speaker, CEO, and author of The Relationship Advantage, to unpack what it really means to build authentic, meaningful relationships in a world that’s more connected than ever, yet somehow feels more disconnected too.

Barb has...

Ever feel like no matter how hard you hustle, your energy is draining faster than you can recharge? That’s what happens when you’re out of alignment. In this episode, we’re diving into the S.O.U.L.M.A.P.P.I.N. system and how checking your alignment every day can prevent burnout, boost focus, and help you reclaim control over your energy and productivity.

The discussion is all about practical ways to unplug from digital distractions, reset your mindset, and create a daily rhythm that keeps you aligned with your goals. You’ll learn...

Ever feel like you’re busy all day but still not getting the things done that actually move your life forward?

You’re checking boxes, replying to emails, juggling a million tabs in your brain… but at the end of the day, it feels like you just spun your wheels. If that sounds familiar, this episode is going to hit home.

In this conversation, I sit down with Bridget Hom, founder of Bridge to Freedom Coaching and co-owner of The Axiom Group. Bridget is a best-selling author, speaker, and business strategist who helps entrepreneurs and organi...

Ever wake up groggy even after what should have been a full night of sleep. Your alarm goes off, your brain feels foggy, and the day already feels harder than it should. Most entrepreneurs try to fix that feeling with more coffee, another supplement, or the next productivity hack. But what if the real issue is much simpler. What if the problem starts with where you sleep.

In this solo episode of The Happy Hustle Podcast, I talk about something most high performers overlook, sleep. I share why sleep is one of the most important investments you...

Ever feel like you are working harder than ever but still falling behind because technology keeps moving faster than you can keep up? A lot of entrepreneurs feel that way right now. Artificial intelligence is everywhere, automation is changing how businesses run, and it can either feel overwhelming or become the greatest advantage you ever leverage. In this episode we explore how to make it your advantage.

This conversation on The Happy Hustle Podcast features internet marketing pioneer Tom Antion. Tom is an internet multimillionaire, entrepreneur, speaker, and the host of the long running podcast Screw the...

Ever feel like you are working hard, checking the boxes, and doing everything you were told would lead to success… but something still feels slightly off?

Maybe your career is moving forward, your goals are progressing, and from the outside, everything looks great. Yet internally, you feel out of alignment. Perhaps your health has slipped, your relationships feel rushed, or you are simply hustlin' without happiness.

In this episode of The Happy Hustle Podcast, I share a powerful framework designed to help people reconnect ambition with well-being. Instead of chasing success that eventually leads to bu...

Ever had one of those moments where you step back from everything you have built and ask yourself a simple but uncomfortable question. What is all this actually for?

Many entrepreneurs chase success with relentless energy. Bigger revenue. Bigger teams. Bigger assets. Bigger everything. But eventually a deeper question surfaces. If you already have enough, what keeps you going?

In this episode of The Happy Hustle Podcast, I sit down with entrepreneur and outdoorsman Peter Goodwin for a raw and honest conversation about success, identity, and building a life that actually means something. Peter shares...

Ever feel like you’re doing all the “right” things like working hard, chasing goals, consuming content… but something still feels off? Like you’re busy, but not necessarily fulfilled? That gap between success and satisfaction is exactly what this episode is all about.

In this solo episode of The Happy Hustle Podcast, I break down what it really means to grow, not just grind. I dive into key areas of life that often get overlooked by high performers, including personal development, passionate hobbies, impactful work, and nature connection. This episode matters because it is not about doing more...

Ever feel like life is moving so fast you barely know yourself anymore? That was me last week, scrolling through emails, thinking about my next move, and realizing I haven’t hit pause to really check in with my own gut in ages. That’s exactly why I was so pumped to sit down with Julie Reisler on The Happy Hustle Podcast. If you’re a high performer trying to navigate success without losing yourself, this conversation is gold.

Julie is a HeartLed Intuitive Guide, two-time Tech-X speaker, host of the USU podcast, board-certified master coach, faculty member...

Have you ever hit a big milestone and still felt… off?

You closed the deal. You reached the revenue goal. You hit the number you’ve been chasing. On paper, everything looks solid. But internally? Something feels slightly empty.

In this episode of the Happy Hustle Podcast, I dive into three of the ten alignments from our S.O.U.L.M.A.P.P.I.N system — the framework I use to systematically harmonize ambition and well-being.

Those three are:

Loving Relationships
Mindful Spirituality
Abundance Financially

These...

Ever have one of those moments where everything looks great on the outside, but you suddenly realize you have not thought much about protecting the life you are working so hard to build? You are chasing big dreams, scaling the business, taking care of your family, and then it hits you. What about safety? What about awareness? What about being proactive instead of scrambling when something goes wrong?

In this episode of the Happy Hustle Podcast, I chat with Michael Julian, a third-generation private investigator and the CEO of National Business Investigations. Michael began his journey into...

Have you ever stopped to ask yourself if your hustle is truly aligned with the life you want to live? Maybe you’re grinding, hitting your goals, but still feeling off balance or a little drained. That’s exactly what we dig into on this episode of The Happy Hustle Podcast. I talk about energy, alignment, and selfless service—practical ways to optimize your life while giving back meaningfully to others.

In this episode, I break down my E.N.E.R.G.Y. framework, the pillars I use to stay at my best physically and mentally: Exerci...

Ever catch yourself thinking, “I’m doing all the right things… so why do I still feel tired, foggy, or just off?” You’re working out, trying to eat better, squeezing in sleep where you can, and yet your energy and longevity still feel like a question mark. If that sounds familiar, this episode of The Happy Hustle Podcast is going to land right where you need it.

In this episode, I sit down with Dr. Joy Kong, a UCLA-trained, triple board-certified anti-aging physician, stem cell specialist, educator, and CEO. Dr. Joy is the founder of Chara Health and...

If you’ve ever felt like you’re building something big but still wondering how to stay aligned, avoid burnout, and actually enjoy the journey… this episode is for you.

In this solo episode of The Happy Hustle Podcast, I’m pulling back the curtain and walking you through the real resources, tools, and experiences that can help you systematically harmonize ambition and wellbeing. From the Happy Hustle Book 2.0 and the Blissful Balancer to masterminds, community, and the deeper philosophy behind Happy Hustlin', this episode is all about giving you practical ways to create a life and business...

What if the reason you feel stuck, triggered, or disconnected isn’t your workload—but unhealed emotional patterns running in the background?

In this episode of The Happy Hustle Podcast, Cary Jack sits down with Tania Khazaal, transformational coach, emotional healing expert, and founder of Holistic Empowerment, for a powerful conversation on emotional healing, family dynamics, and why unresolved wounds quietly shape how we show up in life, relationships, and business.

Tania has helped thousands heal emotional estrangement, repair broken family connections, and break free from subconscious patterns rooted in childhood. Recently featured on Oprah, she...

Welcome to the audiobook edition of The Happy Hustle Book 2.0 — a practical guide for high-performing entrepreneurs who want success without sacrificing their health, relationships, or happiness.

This updated 2.0 version goes deeper into what it really means to build a life and business that feels aligned, intentional, and sustainable. Inside, you’ll learn how to:

• Redefine success beyond money and hustle
• Create systems that support both ambition and wellbeing
• Avoid burnout while still playing at a high level
• Build a life that feels good now, not “someday”

Whether you’re an entrepreneur, crea...

Ever feel like you’re doing all the “right” things in your business, posting consistently, running ads, chasing leads yet growth still feels heavier than it should? I’ve been there. For a long time, I thought the secret to scaling was always out there… more eyeballs, more followers, more people in the funnel. But what actually changed everything for me wasn’t before the sale. It was what happened after.

In this solo episode of The Happy Hustle Podcast, I break down what I call the 4R Growth Flywheel, a simple but powerful framework that’s helped us incr...

What if the real reason your relationship feels off has nothing to do with love and everything to do with how you handle conflict?

In this episode of The Happy Hustle Podcast, I sat down with my brother Jayson Gaddis for one of the realest conversations I’ve had about relationships, conflict, masculinity, and what it actually takes to build a thriving partnership while still chasing big dreams. Jayson is the founder of The Relationship School, a Wall Street Journal bestselling author of Getting to Zero, a husband, a father, and a former licensed psychotherapist who has sp...

Ever feel like you’re doing everything right on the outside… but something internally feels a little off? Like you’re winning on paper, yet fulfillment is somehow slipping through the cracks?

In this episode of The Happy Hustle Podcast, I’m bringing you a powerful solo conversation sparked by my good friend Ben Wilson, a real estate mogul from Nashville who recently dropped five simple yet game-changing questions in the Happy Hustle Club. And let me tell you… these questions aren’t just thought exercises. They are trajectory changers if you actually take the time to sit with the...