The Happy Hustle Podcast

Ever walk through your own front door and realize you're not really there? Your body's home. Your phone's in your hand. Your mind's still out closing the next deal. I've been there, and I'd bet a lot of you have too. That's exactly why this conversation hit me so hard.

In this episode of The Happy Hustle Podcast, I sit down with my friend Trent McMurtrey in his brand new studio right here in Bozeman, Montana. And trust me, it's a pretty badass studio, elk mounts, firearms, the whole deal. Trent is a husband, father, man of...

Have you ever been so deep in the day to day grind of building your business that you forgot why you started in the first place?

It happens fast. You’re chasing goals, answering messages, working on the next project, and trying to grow. Before you know it, your business is getting more of you than your health, family, relationships, and the life you’re actually trying to create.

In this special episode of The Happy Hustle Podcast, I’m coming to you straight from the Montana backcountry for our first ever Montana Mastermind hike and po...

Be honest with me for a second. If someone asked you right now what your retirement plan is, what would you say? If your gut answer is "Well, I'll sell the business someday," you're in good company. Most of us entrepreneurs are so locked in on the vision that the money side gets pushed to "later." I get it. Some days I just want to keep serving people and not even look at my bank account. But here's the truth that hit me hard in this conversation. Hoping isn't a plan. And no one's coming to save you.

Are you optimizing everything in your business except the one asset that runs the whole show, you? Your sales funnel, your KPIs, your team, your marketing spend, all dialed in. But your sleep, your energy, your blood work? Yeah, probably not so much.

In this solo episode of The Happy Hustle Podcast, Cary Jack breaks down five ways to optimize your body and your mind so you can actually show up as the best version of yourself for your business, your family, and everything else that matters to you. He gets real about running on fumes with...

Have you ever hit a number in your bank account you used to only dream about, and it still didn't feel like enough? Like the more you make, the more you worry? I've been there, and so has my guest this week. She's built an eight figure business, and she'll tell you straight up that money without peace is just a fancier kind of stress.

In this episode of The Happy Hustle Podcast, I sit down with Tiffany, known everywhere online as The Budgetnista. She's a New York Times bestselling author of Get Good With Money and...

There's a version of success that looks amazing on paper and feels completely empty on the inside. I know because I've talked to a lot of entrepreneurs who chased the number first and the meaning second, and most of them will tell you they got it backwards. This episode is a gut check on that exact thing, recorded on one of our favorite hiking pods out here in Montana.

In this episode of The Happy Hustle Podcast, I hike & pod with Brian McMasters, founder of M&M Quality Solutions, a third party logistics company headquartered in Kansas...

What if the thing you've been told your whole life, save for retirement, max out your 401k, play it safe, is actually the exact thing keeping you from real wealth? That question sat with me long after this conversation ended, and I think it's going to sit with you too.

In this episode of The Happy Hustle Podcast, I sit down with Matt Love, a husband, father of three, investor, and cash flow coach who runs a company called Cash Flow Architects. Matt is also the author of The Entrepreneur's Asset, and his whole mission is helping...

Ever notice how the version of you that quits would have it so much easier than the version that keeps showing up? Yeah, we've all felt that pull. This week on the Happy Hustle Podcast, we're getting honest about what it actually takes to stick with something when most people around you are bailing.

In this episode of The Happy Hustle Podcast, I hike and pod during the Montana Mastermind with my buddy Chris Ball out on one of our hiking pods (we even got interrupted by actual moose mid conversation, more on that in a bit...

Have you ever felt amazing on paper, eating clean, hitting your macros, doing everything right, and still felt like something was off? That was the question that sent me down a rabbit hole with this week's guest, and honestly, it changed the way I look at my own kitchen.

In this episode of The Happy Hustle Podcast, I sit down with Dr. Cate Shanahan, a Cornell trained physician scientist whose work has sparked entire movements around bone broth, live culture ferments, and seed oil free living. She's the woman behind the LA Lakers nutrition program, a program...

When was the last time you actually graded your own life? Not your revenue, not your follower count, your actual life. Your marriage. Your mind. Your sense of purpose. Most of us never stop long enough to check.

In this episode, I'm bringing you inside one of our Happy Hustle mastermind workshops, where I sat down with a room full of high performing entrepreneurs and walked them through something we call the ten alignments. It's a scoring exercise. Love, spirituality, financial abundance, personal growth, hobbies, impactful work, nature connection and a few more. Ten categories, one to...

When was the last time you actually stopped and asked yourself how you're really doing? Not the autopilot answer you give people at the gym or in a group text. The real one. That's exactly where I took a room full of guys during a recent workshop, and it cracked something open for every single person in there, myself included.

In this episode of The Happy Hustle Podcast, I'm sharing the Montana Mastermind Exclusive Session Part 1, where I walk through the 10 alignments I use to avoid burnout and build what I call blissful balance. This isn't some...

Picture this. You're standing in the middle of untouched Montana wilderness, no cell service, no notifications, just you, a group of high level entrepreneurs, and whatever idea decides to show up in the silence. That's exactly where this conversation happened, and honestly, it's one of the reasons it hits different.

In this episode of The Happy Hustle Podcast, I hike and pod during the Montana Mastermind with Logan Forsyth, co-founder and co-CEO of mediascaling.com, an eight figure content firm that works with founder led brands and high ticket businesses across the country. His team has generated...

Have you ever hit every single goal you set out for yourself and still felt completely empty inside? That's the exact moment I found myself in years ago, staring at a stack of investor paperwork worth millions, and I couldn't sign it.

I was recently interviewed by Eric Berman on Inside The Speakeasy. It was a great experience! We discuss my journey from extreme burnout to creating a life centered around freedom, fulfillment, and intentional success.

Inside The Speakeasy, hosted by Eric Berman, gives entrepreneurs, founders, marketers, and creators an inside look at what it...

Have you ever built something you love, poured years into it, and never once stopped to ask what it's actually worth? Most business owners haven't. And that one blind spot could cost them everything they worked for.

In this episode of The Happy Hustle Podcast, I sit down with Michael Sauer also known as Bone, an exit planning expert who has helped guide business transactions up to a hundred and twenty million dollars. He works with business owners to figure out exactly what their company is worth today, what it could be worth years from now, and...

Have you ever caught yourself repeating a story about your life that, if you're really honest, isn't even true anymore? Maybe it's the "I had a perfect childhood" story, or the "I love my business" story, or the "I just don't know what I want to do" story. We tell ourselves these things so often we forget to check if they're real. That's exactly where this conversation with Philip McKernan took me, and honestly, it wrecked me in the best way.

In this episode of The Happy Hustle Podcast, I sit down with Philip McKernan, a man...

Have you ever posted something that felt too messy, too unfiltered, almost embarrassing to hit share on, and then watched it outperform every polished piece of content you've ever made? Yeah, me too. And it happens more than you'd think.

In this solo episode of The Happy Hustle Podcast, I'm breaking down something I've been calling the polished paradox, and why the more perfect your content looks, the more distance it actually creates between you and the people you're trying to reach.

Here's the big shift. We've all been trained to think that better production...

Have you ever hit every goal on paper and still felt like something inside you was falling apart? That's the question at the heart of this episode, and honestly, it's one I think about a lot as an entrepreneur myself.

In this episode of The Happy Hustle Podcast, I sit down with Justin Roethlingshofer, a human performance expert, data driven health strategist, and longevity practitioner with over two decades of experience optimizing health and performance. Justin has a background that includes postgraduate doctoral research in cellular biology, work inside the National Hockey League, and now a powerful...

Have you ever wondered why your side hustle still feels like a job, even after months of grinding on it? You're not lazy. You're not doing it wrong. You might just be building the wrong thing.

In this solo episode of The Happy Hustle Podcast, I get into something I've watched trip up side hustlers and seven and eight figure founders alike. It's not a money problem. It's not a hustle problem. It's an ownership problem. And once you see it, you can't unsee it.

Here's the big shift. Most people think a side hustle...

Ever feel like you're doing everything right in business, but something still feels off about the people teaching you how to do it? You're not crazy. And this episode is going to explain exactly why.

In this episode of The Happy Hustle Podcast, I sit down with Jordan Harbinger, host of The Jordan Harbinger Show, which has sat in Apple's top fifty podcasts for years and pulls in over 10 million downloads a month. Jordan spent years as a finance attorney before walking away to build one of the most respected interview podcasts out there. He's talked to...

Ever feel like you're winning on paper but losing everywhere else? Like your business is growing but you're not sure you'd recognize yourself in the mirror anymore? That's the trap I'm talking you out of in this episode, and it's one I lived through myself.

In this episode of The Happy Hustle Podcast, I get real about burnout, not as some soft, feel good topic, but as an actual business risk. I share how I lost my own joy, faith, fitness, and family time grinding away at my tech company in New York City, all in the...

What if your entire financial plan is really just hope and prayer dressed up to look like a strategy? That's the question that cracked this whole episode wide open, and once you hear the answer, you won't look at your bank account the same way again.

In this episode of The Happy Hustle Podcast, I'm sharing the Guest Guru Training that JP Newman delivered exclusively to our Happy Hustle Club members. And I'm telling you, this one needed to get out to everyone, not just the guys in the room that day. JP is a serial real...

Ever laid awake wondering if the business you've poured your heart into is going to get wiped out by a robot? Yeah, me too. And if you've felt that little knot of fear when another AI headline pops up on your feed, I want you to know you're not crazy and you're not alone.

In this solo episode of The Happy Hustle Podcast, I get real about the thing everyone's whispering about but nobody wants to admit out loud. Is AI going to take our jobs, our businesses, our relevance? I break down why the biggest threat...

Have you ever felt like you had to choose between being a good person and being good at business? Like every sale meant a little piece of your integrity had to go? Bob Burg is here to tell you that is a lie you have been sold, and it is time to let it go.

In this episode of The Happy Hustle Podcast, I sit down with Bob Burg, Co-Author of the International Bestseller The Go Giver and one of the most respected voices in the world of sales, influence, and business relationships. Bob has spent decades...

Have you ever stopped to ask yourself what you're actually carrying around every single day? Not your to do list. Not your inbox. The real weight. The stuff you don't talk about because you're too busy being the one everyone else leans on.

In this solo episode of The Happy Hustle Podcast, I'm getting real about something I don't think we talk about enough as entrepreneurs. We are some of the loneliest people on the planet. Everyone comes to us for answers. Everyone sees the wins. Nobody sees the pressure.

I just got back from...

What if the biggest bottleneck in your business isn't your team, your budget, or your idea, but simply the fact that you haven't asked AI the right question yet?

In this episode of The Happy Hustle Podcast, Michael Ballard closes out our AI Masterclass Workshop with maybe the most tactical, business first talk of the whole event. Michael is the founder of SlashDev, a software development agency that builds websites, mobile apps, CRMs, and lead generation systems for clients across a wide range of industries. He studied finance and entrepreneurship at the University of Washington, and back...

What if the smartest move you make with AI isn't learning it, but getting it to learn you?

In this episode of The Happy Hustle Podcast, Moses Mederos and Jason Yeh take the stage together during our AI Masterclass Workshop, and they hand the room something rare, a real system you can build today instead of another theory to file away. Moses and Jason are the founders of Scaling Freedom, and between the two of them they have spent over twenty years inside large tech companies watching software promise to do everything and then quietly asking businesses...

Have you ever built something for yourself that you were almost embarrassed to admit you needed? David Gonzalez did. And it changed how he sees himself entirely.

In this episode of The Happy Hustle Podcast, I sit down, well, I hand the mic over, to David Gonzalez during our AI Masterclass Workshop, and he delivers one of the most real, unfiltered breakdowns of agentic AI I have heard all year. David is the founder of Internet Marketing Party, a monthly founder room he has run since 2008 without missing a single month. Almost eighteen years in, he has...

Have you ever felt like you were walking through quicksand every single day in your business?

Like you were taking three steps forward and two steps back no matter how hard you worked? That was Tim Calise's life for years, and it might be yours right now too.

In this episode of The Happy Hustle Podcast, I brought in Tim Calise for our AI Masterclass Workshop during our Happy Hustle Club meeting, and I sat down to soak up everything he's learned about scaling with artificial intelligence. Tim's path has been anything but a straight...

Have you ever hit a goal you'd been chasing for years, and instead of feeling proud, you just felt panic?

That's exactly what happened to my guest today, and it kicks off one of the most honest conversations we've ever had on this show.

In this episode of The Happy Hustle Podcast, I sit down with JP Newman, an entrepreneur, investor, and the founder and chairman of Thrive FP. JP has spent over twenty five years in commercial real estate, closing more than two billion dollars in transactions across roughly twenty thousand apartment units, with...

Have you ever sat in a room full of people who admire you and still felt completely alone? If you're an entrepreneur chasing something big, there's a good chance you already know that feeling. You can have fifty thousand followers and not one person you'd actually call at two in the morning.

In this solo episode of The Happy Hustle Podcast, I get into something most people in the hustle world don't want to talk about. Loneliness. Not the casual kind, the kind that creeps in after years of grinding, sacrificing, and building something from nothing while...

What if the thing wrecking your relationship isn't a bad quarter or a failed deal, but the fact that you've gotten so good at building your empire you accidentally turned the people you love into roommates?

In this episode of The Happy Hustle Podcast, I sit down with Cody Jefferson, a man who is genuinely hard to put in a box. He's a husband, a father, a serial entrepreneur, a CMO, an advisor to some of the biggest names in entertainment and business, and the founder of 126 Brotherhood. But what you might not expect is that Cody...

You're exhausted, and you can't figure out why. You're using every AI tool in the book. You're getting more done than ever. But somehow you feel more scattered, more wired, and more burned out than before. Sound familiar?

In this solo episode of The Happy Hustle Podcast, I'm getting real about something I've been living firsthand, which is AI burnout. Not the kind of burnout that comes from grinding too hard without rest. This is something new. This is your brain being pushed past its limits while the tools around you keep accelerating. And I want to...

There's a version of success that looks great on a highlight reel and completely hollows you out from the inside. I've seen it. I've felt it. And in this episode, I sat down with a man who lived it hard, nearly paid for it with his life, and came out the other side with a completely different playbook.

In this episode of The Happy Hustle Podcast, I get to rock the mic with Cameron Herold, one of the most legendary operators in the entrepreneurial world. Cameron is the founder of the COO Alliance and the man known...

You ever look down at your phone and feel that weird mix of guilt and restlessness? Like you just spent 20 minutes scrolling and you're not even sure what you saw? Yeah. Me too. And I think it's time we talk about it honestly.

In this solo episode, I'm getting real about something that's been quietly stealing our joy, our focus, and our most important relationships. Your phone. More specifically, the way the attention economy has been designed to keep you hooked, anxious, and endlessly distracted. This isn't a tech bashing session. It's a wake-up call, and I'm...

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...