The Happy Hustle Podcast

Have you ever played it safe because the bigger move felt too scary? Maybe you knew you could handle more, but you kept going for the smaller, easier deal anyway. I think most of us have done that. Sometimes it takes a conversation in the middle of the Montana backcountry to remind you that the big stuff takes the same effort as the small stuff.

In this episode of The Happy Hustle Podcast, I sit down with Rich Hanna, and we did this one a little differently. We recorded it on the trail, deep in the Montana...

When was the last time you did something just for you? I mean something that had nothing to do with your clients, your team, or your to do list. If you had to think hard about that, you’re not alone. A lot of us give everything to our families and our businesses. Then when it’s our turn, we feel guilty and push it aside. I’ve been there, and so has my guest today.
 
In this episode of The Happy Hustle Podcast, I sit down with my brother from another mother, Ali Jafarian. Ali is a consc...

When was the last time you took a full day off? I mean a real one. No phone, no inbox, no peeking at your numbers while you pretend to watch a movie with your family. If you had to think about that for more than a few seconds, I want you to keep reading, because this one’s for you.

In this episode of The Happy Hustle Podcast, I’m tackling a question that hits close to home for me: is burnout a requirement to succeed in business? Yes or no? If you know my story, you know...

Be honest with me for a second. Have you ever looked in the mirror, stepped on the scale, and thought, “Well, I guess my metabolism is just broken now”? Most of us have. We hit our thirties or forties, the jeans fit a little different, the energy dips, and we chalk it up to getting older. What if that story is wrong? What if the real issue isn’t your age at all, but something you can actually change starting today?

In this episode of The Happy Hustle Podcast, I sit down with the one and only JJ Vir...

Have you ever had a brutal week in business and just... not told your partner about it? You walk in the door, put on a smile, and say everything’s fine. You think you’re protecting them. You think that’s what a provider does. But here’s the thing. They can feel it. And what you call protection, they often feel as distance.

In this episode of The Happy Hustle Podcast, I’m coming to you live from our Montana Mastermind Epic Couples Retreat, sitting in nature with a herd of elk somewhere behind us, alongside two of my...

Have you ever felt like the whole business rests on your shoulders? Every question lands on your desk. Every decision waits for you. You tell yourself that’s just what leaders do, so you keep grinding, keep answering, keep carrying it all. I’ve been there, and I know how heavy it gets. But what if being the answer person is the exact thing keeping you, and your company, stuck?

In this episode of The Happy Hustle Podcast, I sit down with HR Huntsman, a leadership coach, speaker, author, serial entrepreneur, and the founder of Leader’s Edge...

Have you ever hit a big goal, looked around, and wondered why it didn’t feel the way you thought it would? I know that feeling well. You can have an eight figure business and a two figure quality of life. I’ve seen it in people who make millions but have zero freedom, zero joy, and no idea when they last felt truly at peace. Honestly, for a while, that person was me.

In this episode of The Happy Hustle Podcast, I talk about something I care deeply about, why harmony equals happiness. Back in my earl...

Have you ever crushed it at work all day, walked through your front door, and realized you had nothing left for the people you love most? I’ve been there. More times than I’d like to admit. You win in business, you lose at home, and somehow you still call it success. That’s not happy hustlin’, my friend. And that’s exactly why this conversation hit me so hard.

In this episode of The Happy Hustle Podcast, I sit down with my good buddy Lucas, a guy I’ve been friends with for over five years now, e...

Do you have a dream that still feels a little too big to say out loud? Seven years ago, mine was a room full of couples in red flannels, sitting in a U shape by the river with the Montana mountains behind them. This past weekend, that dream became real. Sixty people. Thirty couples. All high performing entrepreneurs, all in Big Sky for our very first Montana Mastermind couples retreat. And honestly? I’m still buzzing.

In this episode of The Happy Hustle Podcast, I’m flying solo to share my top five takeaways from that weekend. We’d...

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...