The Happy Hustle Podcast

Cary Jack

Cary Jack is a lifestyle entrepreneur, professional actor/model, biohacker, eco-warrior, and philanthropist striving to make a positive impact on this planet. The goal of The Happy Hustle Podcast is to educate, inspire, and entertain you, while reminding you to enjoy the journey, not just the destination, as you Happy Hustle for a life of passion and purpose. From successful entrepreneurs to spiritual masters, Cary Jack brings on an array of powerful guests to help you transform your dreams into a reality.

  1. 1d ago

    The 7 Freedoms Framework: Why I Compete on Freedom, Not Finances with Cary Jack

    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, the exact philosophy I use to design my own dream reality and help others do the same. This episode isn't about telling you money is bad or that ambition is wrong. It's about getting honest with yourself on what you're actually building toward, and whether the life you're grinding for is one you'd actually want to live. Here's the big shift: most entrepreneurs think what they're chasing will give them the feeling they crave. But once the money shows up, a lot of them find out they're burnt out, stressed, disconnected from their kids, strangers to their spouse, and nowhere near as happy as they thought they'd be. The problem isn't success. It's that we've been measuring the wrong thing. Freedom, not finances, is the real metric that matters. Here are the key takeaways from this episode: Time Freedom. Can you control your calendar, or does it control you? Nearly 70% of Americans say they feel disengaged at work, and most high earners report feeling time broke even when they're cash rich. You can always make more money. You cannot make more sunsets with your kids. You cannot get back the Sunday you missed or the date night you skipped. Do an audit this week. Delete and delegate whatever is draining your energy and stealing your aliveness. Location Freedom. Environment dictates happiness more than most people realize. Are you where you want to be? I didn't want to be suffocating in a city. I wanted mountain air, rivers, nature, places where I could hunt, fish, camp, and breathe. So I built my business around that. If you can't say you're living and working where you feel most alive, that's worth paying attention to. Where you are matters. Build around it. Financial Freedom. And let me be clear, this isn't about buying Lambos. It's about recurring income, low stress, high margins, and real options. Most people wildly overestimate what they actually need to feel financially fulfilled. Reduce lifestyle inflation. Stop buying status symbols that impress others but mean nothing to you. Build income streams that give you breathing room, not just a bigger number on a screen. The goal is to work less and make more, not grind more and pray harder. Creative Freedom. The ultimate flex is waking up genuinely stoked to work. Not dragging yourself to a laptop. Not grinding through tasks you hate. Podcasting, writing, speaking, creating, those are things I love. What would you be doing if nobody judged you? That answer is probably what your soul is calling you toward. Step into that and serve people from that place. That's where your real power lives. Health Freedom. Your body is the vehicle for all of it. Nearly 80% of entrepreneurs say they're on the brink of burnout or have recently burned out. If you've got money but you're inflamed, exhausted, and disconnected, you are not free. Move your body. Get outside. Do the breath work, the sauna, the cold plunge, the things that keep you sharp and whole. Pour from your overflow, not your empty. Relationship Freedom. What's the point of building an empire if you become a stranger to your family? Most entrepreneurs I know sacrifice their marriage, miss their kids' childhood moments, lose friendships, and let go of hobbies they actually love. That's not winning. Schedule the date nights, the device-free dinners, the camping trips, the deep conversations. Studies show experiences create longer lasting happiness than any material purchase ever will. YOLO, my friend. Do the damn thing. Spiritual Freedom. This one brings it all home. Freedom from comparison. Freedom from ego. Freedom from external validation and fear. Being connected to something bigger than yourself, to God, to your divine calling, to whatever gives your life real meaning beyond the grind. Ask yourself what you're actually chasing and why. Is it aligned with who you were created to be? That's the question worth sitting with. At the end of the day, this episode is a reminder that Happy Hustlin' isn't about doing more. It's about being more intentional with what you're building, so the life you create actually feels like freedom. The wealthiest people I know aren't always the richest financially. They're the freest. And that's who I'm competing to be every single day. If you're a high achiever who's tired of grinding toward a finish line that keeps moving, and you're ready to start measuring your life by freedom instead of finances, this episode is for you. Go listen to the full episode at https://caryjack.com/podcastin/. It just might be the reset you didn't know you needed. Connect with Cary!https://www.instagram.com/caryjack/https://www.facebook.com/SirCaryJackhttps://www.linkedin.com/in/cary-jack-kendzior/https://twitter.com/thehappyhustlehttps://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured Get a copy of his new book, https://www.thehappyhustle.com/book Sign up for The Journey: 10 Days To Become a Happy Hustler Online Course @ https://thehappyhustle.com/thejourney/ Apply to the Montana Mastermind Epic Camping Adventure @ https://thehappyhustle.com/mastermind/ “It’s time to Happy Hustle, a blissfully balanced life you love, full of passion, purpose, and positive impact!” Episode Sponsors: If you’re feeling stressed, not sleeping great, or your energy’s been kinda meh lately—let me put you on to something that’s been a total game-changer for me: Magnesium Breakthrough by BiOptimizers. This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night If you’re ready to sleep like a baby, calm your nervous system, and optimize your recovery, go grab yours now at https://www.bioptimizers.com/happy and use code HAPPY10 for 10% OFF. =================================================================== My Green Mattress If you’ve been waking up with back pain, feeling stiff, or just not getting that deep, quality sleep. This might be what you’re missing: My Green Mattress. It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night. If you’re ready to invest in better sleep and better recovery, check it out at https://thehappyhustle.com/mygreenmattress =================================================================== Ozlo Sleep If you’ve been struggling to fall asleep, stay asleep, or just wake up feeling actually rested, let me put you on to something that’s been a total game-changer: Ozlo Sleep. These aren’t your typical sleep buds. They’re designed to block out noise and help your brain fully relax, so you can drift off faster and stay in deep, uninterrupted sleep. Perfect if you’re a light sleeper or just want that next-level rest. If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.

    19 min
  2. 4d ago

    Getting Things Done in a Chaotic World, A Proven System for Mental Clarity and Peak Productivity with Best-Selling Author and Creator of the Getting Things Done (GTD) David Allen

    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 is one of the most influential voices in personal effectiveness on the planet. He's also a husband, a dog dad, a student of Zen, a former karate black belt, a guy who had 35 jobs before the age of 35, and someone who has been living his best life in Amsterdam for the last 12 years. Oh, and he just turned 80 and still does everything he teaches. That detail alone stopped me in my tracks. What makes this episode matter is that David doesn't talk about productivity as a hustle metric. He talks about it as a path to mental freedom. From the moment he started consulting entrepreneurs and CEOs in the 80s, he noticed one universal pattern: people were trying to use their brains as their office, and it was quietly wrecking them. We talk about why ambient anxiety is the silent epidemic no one's addressing, how the modern world has multiplied the volume of inputs to an almost unbearable level, and why the most productive thing you can do has nothing to do with working harder. Here are a few powerful takeaways from this conversation: Your brain is a terrible office, and it's time to stop treating it like one. David makes it crystal clear that your mind was not built to remember, remind, prioritize, or manage the relationships between more than about four things at once. When you try to hold more than that in your head, you end up driven by whatever is latest and loudest, not by what actually matters. Getting things out of your head and into a trusted system isn't just productivity advice. It's a mental health practice. Ambient anxiety is real, and most of us are addicted to it. This one landed hard for me. David describes ambient anxiety as that low grade hum of stress that comes from unprocessed commitments. It's not the kind of overwhelm that forces action. It's the kind you just learn to live with, until you decide you don't want to anymore. Most people never get a reference point for what it actually feels like to have nothing on your mind except what you want on it. That clarity is available to you, and this episode shows you how to get there. Capture, clarify, organize, reflect, engage. In that order, every time. The GTD methodology is five steps, and David walks through each one in a way that finally makes it click. The biggest mistake most people make is skipping the clarify step, collecting tasks without ever deciding what they actually mean or what the next action is. Outcome thinking plus action thinking, together, is the engine of real productivity. Miss either one, and you end up with either a dream that goes nowhere or busyness that produces nothing. Reflection isn't a luxury. It's the step that holds everything together. David recommends a thorough weekly review of all your commitments, not because it's a nice habit, but because without it your system goes stale and your trust in it collapses. When you reflect consistently, you've already done the thinking. In the moment, you just pick and shoot. That's the kind of clear, confident decision making we all want, and it starts with scheduled stillness. The two minute rule is still one of the most underrated productivity moves out there. If something takes less than two minutes, do it now. David told me he has zero backlog of two minute tasks because they're already done. Walk around your house right now and notice how many little things are nagging at you that would take under two minutes to fix. Do them. Your environment will feel completely different, and so will your head. We also get into the six horizons of thinking, how "channel creep" is quietly overwhelming your focus, what David would tell his younger self, his take on procrastinating the things you love most, and the publishing advice he wishes more aspiring authors knew before writing their first word. This episode is a reminder that happy hustling isn't about doing more. It's about being appropriately engaged with everything you've committed to, so you can actually show up fully for the things and people that matter most. If you're ready to clear the mental clutter, trust yourself more, and finally build a system that works with your brain instead of against it, this conversation is for you. What does Happy Hustlin' mean to you? David kept it perfectly simple, the way only someone who's spent decades thinking about this stuff can. He said it means relax, trust yourself, and have fun. That's it. Do the work, stay curious, and don't take yourself so seriously that you forget to enjoy the ride. Head over to https://caryjack.com/podcastin/ to listen to the full episode. You won't regret it. Connect with Davidhttps://www.facebook.com/gettingthingsdonehttps://www.instagram.com/gtdtimes/https://www.youtube.com/@gtd/videoshttps://x.com/gtdtimeshttps://www.linkedin.com/in/davidallengtd/ Find David on this website: https://gettingthingsdone.com/ Connect with Cary!https://www.instagram.com/caryjack/https://www.facebook.com/SirCaryJackhttps://www.linkedin.com/in/cary-jack-kendzior/https://twitter.com/thehappyhustlehttps://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured Get a copy of his new book, https://www.thehappyhustle.com/book Sign up for The Journey: 10 Days To Become a Happy Hustler Online Course @ https://thehappyhustle.com/thejourney/ Apply to the Montana Mastermind Epic Camping Adventure @ https://thehappyhustle.com/mastermind/ “It’s time to Happy Hustle, a blissfully balanced life you love, full of passion, purpose, and positive impact!” Episode Sponsors: If you’re feeling stressed, not sleeping great, or your energy’s been kinda meh lately—let me put you on to something that’s been a total game-changer for me: Magnesium Breakthrough by BiOptimizers. This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night If you’re ready to sleep like a baby, calm your nervous system, and optimize your recovery, go grab yours now at https://www.bioptimizers.com/happy and use code HAPPY10 for 10% OFF. =================================================================== My Green Mattress If you’ve been waking up with back pain, feeling stiff, or just not getting that deep, quality sleep. This might be what you’re missing: My Green Mattress. It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night. If you’re ready to invest in better sleep and better recovery, check it out at https://thehappyhustle.com/mygreenmattress =================================================================== Ozlo Sleep If you’ve been struggling to fall asleep, stay asleep, or just wake up feeling actually rested, let me put you on to something that’s been a total game-changer: Ozlo Sleep. These aren’t your typical sleep buds. They’re designed to block out noise and help your brain fully relax, so you can drift off faster and stay in deep, uninterrupted sleep. Perfect if you’re a light sleeper or just want that next-level rest. If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.

    1 hr
  3. May 29

    The Hedonic Treadmill: Why More Money, Followers & Success Never Feel Enough with Cary Jack

    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 about toxic positivity or telling you to want less. It's about getting honest with yourself, backed by real science and real data, so you can finally understand why chasing more keeps leaving you empty, and what to focus on instead. Here's the big shift: the villain isn't ambition. It's misdirected ambition. Most of us are running harder and staying in the same spot emotionally, because we're chasing things that science already proves won't bring lasting happiness. The cure isn't deprivation. It's redirection toward the things that actually move the needle on fulfillment. A few key takeaways from this episode: Money is a tool, not a cure. Research from Princeton, Penn, and a joint 2023 study all point to the same truth. If you're unhappy, more income won't fix it. Past a certain threshold, you'd have to double your earnings just for a tiny bump in satisfaction. Money buys you options, and options are beautiful. But it won't buy you peace. Social media is engineered to keep you wanting more. The 2026 World Happiness Report found that more than five hours a day on social media links directly to lower well-being, more stress, and more depression. It was built like a slot machine, wired to trigger the same novelty craving. The wildest stat? Most US college students wish it didn't exist, but keep using it because everyone else does. Your stuff owns you more than you own it. Study after study shows high materialism links to lower life satisfaction. Buying things to fill a void doesn't fill it, it just makes the void louder. Past a point, your possessions cost you your time, your attention, and your peace. Presence is the actual cure. A Harvard study tracking over 2,000 people found that our minds wander 47% of the time, and that wandering is what makes us unhappy. How present you are predicts your happiness better than what you're actually doing. The things that bring the most genuine joy, real connection, movement, nature, being fully in the moment, none of them are for sale. Define your true freedom number. Enough isn't a feeling that shows up on its own. You have to define it. Get crystal clear on what financial and creative freedom actually look like for you. When you hit it, celebrate it. Stop moving the goalpost. Measure yourself against where you've been, not some ever-shifting version of where you think you should be. At the end of the day, this episode is a reminder that Happy Hustlin' isn't about doing more. It's about being more present with what you already have, while you build toward what you actually want. The cure to the More Disease lives inside you, not in the next purchase, the next milestone, or the next follower count. If you're a high achiever who's tired of the treadmill and ready to feel genuinely fulfilled while still going after your goals, this episode is for you. Go listen to the full episode at https://caryjack.com/podcastin/. It just might be the reset you didn't know you needed. Connect with Cary!https://www.instagram.com/caryjack/https://www.facebook.com/SirCaryJackhttps://www.linkedin.com/in/cary-jack-kendzior/https://twitter.com/thehappyhustlehttps://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured Get a copy of his new book, https://www.thehappyhustle.com/book Sign up for The Journey: 10 Days To Become a Happy Hustler Online Course @ https://thehappyhustle.com/thejourney/ Apply to the Montana Mastermind Epic Camping Adventure @ https://thehappyhustle.com/mastermind/ “It’s time to Happy Hustle, a blissfully balanced life you love, full of passion, purpose, and positive impact!” Episode Sponsors: If you’re feeling stressed, not sleeping great, or your energy’s been kinda meh lately—let me put you on to something that’s been a total game-changer for me: Magnesium Breakthrough by BiOptimizers. This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night If you’re ready to sleep like a baby, calm your nervous system, and optimize your recovery, go grab yours now at https://www.bioptimizers.com/happy and use code HAPPY10 for 10% OFF. =================================================================== My Green Mattress If you’ve been waking up with back pain, feeling stiff, or just not getting that deep, quality sleep. This might be what you’re missing: My Green Mattress. It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night. If you’re ready to invest in better sleep and better recovery, check it out at https://thehappyhustle.com/mygreenmattress =================================================================== Ozlo Sleep If you’ve been struggling to fall asleep, stay asleep, or just wake up feeling actually rested, let me put you on to something that’s been a total game-changer: Ozlo Sleep. These aren’t your typical sleep buds. They’re designed to block out noise and help your brain fully relax, so you can drift off faster and stay in deep, uninterrupted sleep. Perfect if you’re a light sleeper or just want that next-level rest. If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.

    24 min
  4. May 26

    How to Bootstrap a Multi-Million Dollar Outdoor Brand (WITHOUT Investors or Burnout) with Founder & President of Outdoor Vitals, Tayson Whittaker

    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, Outdoor Vitals has grown into a multimillion dollar direct to consumer brand that's helping thousands of people build the confidence to get outside and actually live. Tayson didn't take investor money. He didn't chase REI shelf space. He built something real, stayed true to his mission, and somehow managed to keep his soul in the process. That's the kind of story that belongs on this podcast. We covered a ton of ground in this one. From bootstrapping and Kickstarter campaigns that generated over two and a half million dollars, to using AI as a tool to give small teams the firepower of big ones, to the Masogi concept and why doing something that scares the heck out of you once a year might just reset your entire life. There's something in this episode for every happy hustler out there, whether you're an entrepreneur, an outdoor enthusiast, or someone just trying to figure out how to build something meaningful without losing yourself along the way. Here are some of the biggest lessons I pulled from this conversation. First, focus on one thing and beat the best at it. Tayson was crystal clear on this. The online marketplace is wide open competition, and the entrepreneurs who win are the ones willing to go narrow and go deep. He's seen friends build eight figure businesses off essentially one product. Not because they were lucky, but because they committed, perfected it, and refused to chase every shiny object in sight. He's honest about struggling with this himself, which makes it land even harder. Second, constraints breed creativity. Tayson never took outside funding, and that decision forced him to innovate in ways he never would have otherwise. Kickstarter, a membership program that turns into store credit, building a loyal customer base from scratch. None of that gets created if you've got a VC writing checks and calling the shots. He said it plainly. Once you define what you will and won't do, you can innovate within those boundaries. That's it. That's the whole game. Third, the Masogi mindset will change how you see hard things. A Masogi is a challenge you take on where you've got roughly a 50/50 shot of actually pulling it off. Not something that's going to kill you, but something real enough that failure is genuinely on the table. Tayson has done hundred mile solo hikes, ultra marathons, and rim to rim to rim in the Grand Canyon. And his takeaway every time is the same. When life throws a curveball the next day, it just doesn't feel that heavy anymore. Because you know what hard really looks like now. Fourth, temporary imbalance is not the enemy. This one really got me. Tayson flips the whole balance conversation on its head, and honestly, I think he's right. You don't build anything great living in perfect daily balance. You sprint when it's time to sprint, and you back off when you've made the gains. The key is just being honest with yourself about what season you're in and making sure you find your way back. He's been running Outdoor Vitals for twelve years and still loves it. That's not an accident. That's someone who learned to listen to his own signals. Fifth, AI is a tool for magnifying people, not replacing them. Tayson's take on AI is grounded and practical. He sees it the same way he sees the internet or the smartphone. It's technology. It gives small teams the ability to do what only big teams could do before. One person managing AI focused entirely on email, or ads, or brand messaging, is a multiplier that wasn't available even five years ago. The opportunity isn't in fearing it. It's in being the one who figures out how to pull the lever well. This conversation reminded me of everything I love about building a business with purpose. Tayson isn't just selling gear. He's connecting people to the outdoors, building confidence, and doing it all without sacrificing what actually matters. Family. Freedom. A life lived on purpose. If any of this resonated with you, do yourself a favor and go listen to the full episode right now at https://caryjack.com/podcastin/. It's worth every minute. What does Happy Hustlin' mean to you? Enjoying the journey. I think oftentimes we're always thinking about the destination when I hear happy hustle and you're still in the grind, you're still doing it. And, you know, tomorrow never actually comes, right? It's always the next day. so enjoy, enjoy it today. Cause you never know what, what tomorrow entails. Connect with Taysonhttps://www.facebook.com/OutdoorVitalshttps://www.instagram.com/outdoorvitals/https://www.youtube.com/outdoorvitalshttps://x.com/OutdoorVitalshttps://www.tiktok.com/@outdoorvitals?is_from_webapp=1&sender_device=pchttps://www.linkedin.com/company/outdoor-vitals/ Find Tayson on this website: http://outdoorvitals.com Connect with Cary!https://www.instagram.com/caryjack/https://www.facebook.com/SirCaryJackhttps://www.linkedin.com/in/cary-jack-kendzior/https://twitter.com/thehappyhustlehttps://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured Get a copy of his new book, https://www.thehappyhustle.com/book Sign up for The Journey: 10 Days To Become a Happy Hustler Online Course @ https://thehappyhustle.com/thejourney/ Apply to the Montana Mastermind Epic Camping Adventure @ https://thehappyhustle.com/mastermind/ “It’s time to Happy Hustle, a blissfully balanced life you love, full of passion, purpose, and positive impact!” Episode Sponsors: If you’re feeling stressed, not sleeping great, or your energy’s been kinda meh lately—let me put you on to something that’s been a total game-changer for me: Magnesium Breakthrough by BiOptimizers. This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night If you’re ready to sleep like a baby, calm your nervous system, and optimize your recovery, go grab yours now at https://www.bioptimizers.com/happy and use code HAPPY10 for 10% OFF. =================================================================== My Green Mattress If you’ve been waking up with back pain, feeling stiff, or just not getting that deep, quality sleep. This might be what you’re missing: My Green Mattress. It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night. If you’re ready to invest in better sleep and better recovery, check it out at https://thehappyhustle.com/mygreenmattress =================================================================== Ozlo Sleep If you’ve been struggling to fall asleep, stay asleep, or just wake up feeling actually rested, let me put you on to something that’s been a total game-changer: Ozlo Sleep. These aren’t your typical sleep buds. They’re designed to block out noise and help your brain fully relax, so you can drift off faster and stay in deep, uninterrupted sleep. Perfect if you’re a light sleeper or just want that next-level rest. If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.

    1h 5m
  5. May 22

    10 Eight-Figure Founders. 1 Money Question. The Answers Could Make You Wealthy with Cary Jack

    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? We're talking Dr. Myron Golden, John Lee Dumas, Dan Martell, Rory Vaden, Danette May, Garrett Gunderson, Nathan Barry, Kris Krohn, Pat Flynn, and Kiana Danial. Nine figure founders, New York Times bestselling authors, Hall of Fame speakers, and real estate moguls. I pulled all their answers together, distilled them down, and found something I honestly didn't even expect to find. Three clear money patterns that every single one of them follows. Whether you're still grinding through your first income stream or you're already running a business and wondering why the wealth still feels out of reach, this one is going to hit different. The first big lesson that kept showing up was this: stop trading time for money. My brother Myron Golden put it simply. Price your offer by the value of the result, not the hours it takes. Dan Martell added another layer with his buyback rate concept. Figure out what your time is worth per hour, then ruthlessly outsource everything below that number. CKris Krohn brought it home with real estate, reminding us that renters fund landlords and employees fund employers. The point? Your income needs to be detached from your hours. That's the whole game. The second lesson is build once and earn forever. Pat Flynn, Nathan Barry, Rory Vaden, and my girl Danette May all circled around this same idea in their own way. Build an audience. Build a flywheel. Build a personal brand with your reputation as the foundation. Danette laid it out beautifully. One book becomes a course, becomes a coaching program, becomes a product line. Your story is the asset woven through all of it. And as Rory said, reputation precedes revenue. In a world where AI can replicate almost any skill, your name and your story are the one thing that can't be copied. The third lesson is that cash flow is king and identity is queen. Garrett Gunderson said it clearly. Cash flow beats net worth. Invest in assets that pay you monthly. Kiana Danial backed this up with a deceptively simple move, dollar cost averaging into the market every single month without fail. The reason most people aren't building wealth isn't a lack of access. It's a lack of consistency. Buy, hold, repeat. Here's what I want you to walk away with. Five moves you can make right now. Calculate your buyback rate, which is your annual income divided by roughly 2000 hours, then stop spending time on anything below that number. Reprice at least one offer based on the value it delivers, not the hours it took you. Add one cash flowing asset this quarter, whether that's real estate, dividend stocks, or a digital product. Pick one platform, show up weekly for 90 days straight, no exceptions, and start building that audience flywheel. And start dollar cost averaging today, even if it's just a hundred bucks a month into an index fund. The automation takes the emotion out of it completely. This episode is short on theory and long on action. If you're serious about financial freedom and you want to hear the full wisdom from each of these incredible conversations, go listen to the full episode right now at https://caryjack.com/podcastin/. Now get out there and happy hustle. Connect with Cary!https://www.instagram.com/caryjack/https://www.facebook.com/SirCaryJackhttps://www.linkedin.com/in/cary-jack-kendzior/https://twitter.com/thehappyhustlehttps://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured Get a copy of his new book, https://www.thehappyhustle.com/book Sign up for The Journey: 10 Days To Become a Happy Hustler Online Course @ https://thehappyhustle.com/thejourney/ Apply to the Montana Mastermind Epic Camping Adventure @ https://thehappyhustle.com/mastermind/ “It’s time to Happy Hustle, a blissfully balanced life you love, full of passion, purpose, and positive impact!” Episode Sponsors: If you’re feeling stressed, not sleeping great, or your energy’s been kinda meh lately—let me put you on to something that’s been a total game-changer for me: Magnesium Breakthrough by BiOptimizers. This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night If you’re ready to sleep like a baby, calm your nervous system, and optimize your recovery, go grab yours now at https://www.bioptimizers.com/happy and use code HAPPY10 for 10% OFF. =================================================================== My Green Mattress If you’ve been waking up with back pain, feeling stiff, or just not getting that deep, quality sleep. This might be what you’re missing: My Green Mattress. It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night. If you’re ready to invest in better sleep and better recovery, check it out at https://thehappyhustle.com/mygreenmattress =================================================================== Ozlo Sleep If you’ve been struggling to fall asleep, stay asleep, or just wake up feeling actually rested, let me put you on to something that’s been a total game-changer: Ozlo Sleep. These aren’t your typical sleep buds. They’re designed to block out noise and help your brain fully relax, so you can drift off faster and stay in deep, uninterrupted sleep. Perfect if you’re a light sleeper or just want that next-level rest. If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.

    20 min
  6. May 19

    How to Build a Life of Values, Legacy, and Real Wealth with 48x Serial Entrepreneur & WSJ Best-Selling Author, Rich Christiansen

    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 faith, husband, and father. But what sets him apart, what makes him the real deal, is how intentionally he has built his life from the inside out. His five sons each launched million-dollar businesses before the age of 19. Not because Rich handed them anything, but because he built a framework, a living, breathing family legacy system he calls Legato, that shaped them into powerful, centered, contributing men. This episode is one of those rare ones you'll want to come back to. Whether you're a husband, a father, an entrepreneur, or all three, Rich drops wisdom that will genuinely stop you mid-scroll and make you think hard about how you're spending your time, your energy, and your love. The first big takeaway is what Rich calls the 2-Minute Surrender. Most of us are walking around in limbic brain all day, stuck in a primal loop of fight or flight, triggered by every notification, every bad email, every scroll through social media. Rich breaks down a five-step sequence you can run through in under two minutes to snap out of that fog and get back into your frontal cortex, where clear, powerful decisions actually happen. The steps are simple: move your body, take three deep breaths, say a power mantra, ask your higher power for what you need, and visualize a moment or place that brings you genuine joy. That's it. Rich runs through this sequence four or five times a day, especially before big meetings or high-stakes moments, and the research backs him up. Visualization alone has been shown to be nearly as effective as physical practice. Your mind is that powerful. The second takeaway is the Values Blueprint. Rich has spent over 20 years as what he calls "the values guy," and he makes a sharp point most of us miss: we are great at defining values for our companies, we're getting better at it for our families, but very few individuals can clearly articulate their own personal value system. That gap is where the chaos lives. Rich's process walks you through identifying your core values, emotionally anchoring them with mantras and phrases that actually stick, defining what they mean in real concrete terms, and building screening questions to test whether the people in your life are genuinely in alignment with what you stand for. The whole workbook is free on his website, richchristensen.com, and I'd strongly encourage you to grab it. The third takeaway is the circles of relationship, and this one hit me like a truck. Rich breaks down the layers of connection in our lives from blood brothers, the one or two people who'd give you a kidney, to your trust network, your tribe, your community, and your contacts. Here's the part that stings: most of us are pouring our absolute best energy into the outer circle, our social media followers, our casual contacts, the people who don't even know our middle names, while we're giving the leftover, burned out, depleted version of ourselves to the people who love us most. Rich challenges us to flip that completely. Give 60 to 70 percent of your best to your inner circle. The people who'd show up at 3 in the morning. That's where real wealth lives. The fourth takeaway is the Legato rites of passage, and honestly, this part of the conversation is worth the full listen on its own. Rich designed intentional milestones for each of his five sons at ages 8, 12, 14, 16, and 18. At 12, he took each son on a three-week trip that included a deep adventure followed by serving orphaned children in Nepal, connecting them to something much bigger than themselves. At 14, each son climbed a major mountain peak to prove to himself he could do hard, genuinely hard things. At 16, each son shook Rich's hand and declared his independence, committing to never ask for financial support again, then built a business to back it up. The goal wasn't to produce rich kids. The goal was to produce sovereign men. Centered, purposeful, and powerful in their own right. The fifth takeaway is the straight truth about value alignment in business. Rich is clear: smart people who like each other but aren't values-aligned will blow up a company. Full stop. He built teams of 15 that outperformed teams of 50, not because they worked harder but because the speed of trust was so high there were no unnecessary stops, no friction, no second-guessing. Value congruency is your competitive advantage. Screen for it. Build around it. Protect it. Rich also touches on digital unplugging and the danger of technology keeping us locked in limbic brain, something we talk about a lot in the Happy Hustle world. The bottom line is this: your best thinking, your deepest relationships, and your most meaningful decisions don't happen on the screen. They happen when you're present, grounded, and actually in the room with the people who matter. If you want to live a life of real flow, not just hustle for its own sake, you need value alignment at every level: personally, in your relationships, in your business, and in how you spend your time and money. Rich has built that life, and he's generous enough to share the exact blueprint with all of us. Do yourself a favor and listen to the full episode at https://caryjack.com/podcastin/. Grab Rich's free Values Blueprint workbook at https://richchristiansen.com/. Connect with Richhttps://www.facebook.com/richristiansenhttps://www.instagram.com/richristiansen_/https://www.youtube.com/channel/UCgLqojVUwJZnvFs3PJMD-Sg/videoshttps://x.com/richristiansen_https://www.tiktok.com/@richristiansenhttps://www.linkedin.com/in/richristiansen/ Find Rich on this website: https://richchristiansen.com/ Connect with Cary!https://www.instagram.com/caryjack/https://www.facebook.com/SirCaryJackhttps://www.linkedin.com/in/cary-jack-kendzior/https://twitter.com/thehappyhustlehttps://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured Get a copy of his new book, https://www.thehappyhustle.com/book Sign up for The Journey: 10 Days To Become a Happy Hustler Online Course @ https://thehappyhustle.com/thejourney/ Apply to the Montana Mastermind Epic Camping Adventure @ https://thehappyhustle.com/mastermind/ “It’s time to Happy Hustle, a blissfully balanced life you love, full of passion, purpose, and positive impact!” Episode Sponsors: If you’re feeling stressed, not sleeping great, or your energy’s been kinda meh lately—let me put you on to something that’s been a total game-changer for me: Magnesium Breakthrough by BiOptimizers. This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night If you’re ready to sleep like a baby, calm your nervous system, and optimize your recovery, go grab yours now at https://www.bioptimizers.com/happy and use code HAPPY10 for 10% OFF. =================================================================== My Green Mattress If you’ve been waking up with back pain, feeling stiff, or just not getting that deep, quality sleep. This might be what you’re missing: My Green Mattress. It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night. If you’re ready to invest in better sleep and better recovery, check it out at https://thehappyhustle.com/mygreenmattress =================================================================== Ozlo Sleep If you’ve been struggling to fall asleep, stay asleep, or just wake up feeling actually rested, let me put you on to something that’s been a total game-changer: Ozlo Sleep. These aren’t your typical sleep buds. They’re designed to block out noise and help your brain fully relax, so you can drift off faster and stay in deep, uninterrupted sleep. Perfect if you’re a light sleeper or just want that next-level rest. If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.

    1h 3m
  7. May 15

    THE BEER TEST: The Secret to Hiring A-Players & Building a Winning Team

    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 this solo episode, I'm breaking down what I call the Beer Test. It's the single most important filter I run every potential hire, client, and mastermind member through. It's simple, it's maybe a little silly, but I promise you it works. And if you've ever made a bad hire, or you're terrified of making one, this is the episode you need to hear. The core idea is this. If I couldn't sit around a campfire, crack open a beer, and genuinely enjoy an hour of uninterrupted conversation with this person, I'm not bringing them into my world. No resume, no portfolio, no fancy credentials are going to override that gut check. Skills can be trained. Character can't. I get real in this episode about the mistakes I made early on in the Happy Hustle. I was working with people who were perfectly qualified on paper but had nothing in common with me or the culture I was building. Corporate grinders who wanted a business, clients I had zero connection with. The conversations were flat. The energy was off. And it dragged everything down. The moment I started filtering for personality first and skills second, everything shifted. There are also some cold hard numbers in here that'll wake you up fast. According to the US Department of Labor, one bad hire can cost you 30% of that person's first year salary. At the executive level, we're talking up to $240,000 in lost productivity, churn, and opportunity cost. That's real money walking out the door because you skipped the right filter. Most entrepreneurs spend more time picking out a truck than they do choosing a teammate. That stops now. The other thing I want you to think about is contagion. One person with bad energy, bad habits, or a bad attitude doesn't just underperform. They drag the whole team down with them. Late on tasks, missing meetings, not following through. It spreads. And by the time you realize what's happening, the damage is done. The Beer Test is my answer to all of that. It's not about whether someone's a perfect culture fit on paper. It's about whether I genuinely enjoy their company. Whether they've got their own perspective, bring real energy, and are the kind of person I'd actually want to spend time with. Because I do spend time with them. A lot of it. And life's too short to spend it working with people who drain you. So if you want to build a business you actually look forward to running, one where you open your calendar and get excited about who you're talking to that day, this one's for you. Head over to https://caryjack.com/podcastin/ to listen to the full episode and hear me break down the Beer Test in full detail. Connect with Cary!https://www.instagram.com/caryjack/https://www.facebook.com/SirCaryJackhttps://www.linkedin.com/in/cary-jack-kendzior/https://twitter.com/thehappyhustlehttps://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured Get a copy of his new book, https://www.thehappyhustle.com/book Sign up for The Journey: 10 Days To Become a Happy Hustler Online Course @ https://thehappyhustle.com/thejourney/ Apply to the Montana Mastermind Epic Camping Adventure @ https://thehappyhustle.com/mastermind/ “It’s time to Happy Hustle, a blissfully balanced life you love, full of passion, purpose, and positive impact!” Episode Sponsors: If you’re feeling stressed, not sleeping great, or your energy’s been kinda meh lately—let me put you on to something that’s been a total game-changer for me: Magnesium Breakthrough by BiOptimizers. This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night If you’re ready to sleep like a baby, calm your nervous system, and optimize your recovery, go grab yours now at https://www.bioptimizers.com/happy and use code HAPPY10 for 10% OFF. =================================================================== My Green Mattress If you’ve been waking up with back pain, feeling stiff, or just not getting that deep, quality sleep. This might be what you’re missing: My Green Mattress. It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night. If you’re ready to invest in better sleep and better recovery, check it out at https://thehappyhustle.com/mygreenmattress =================================================================== Ozlo Sleep If you’ve been struggling to fall asleep, stay asleep, or just wake up feeling actually rested, let me put you on to something that’s been a total game-changer: Ozlo Sleep. These aren’t your typical sleep buds. They’re designed to block out noise and help your brain fully relax, so you can drift off faster and stay in deep, uninterrupted sleep. Perfect if you’re a light sleeper or just want that next-level rest. If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.

    17 min
  8. May 12

    RISE OF THE READER: Why Reading Books Is Becoming a Superpower in the AI & Social Media Age with CEO and Founder of BookThinkers and Bestselling Author, Nick Hutchison

    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 of personal development books during a summer internship. He went from being the guy with a 0% homework average in AP Calculus to building a full-time team that serves hundreds of authors a year. His mission is simple but powerful: more books in more hands, changing more lives. This episode matters because we're living in a world that's actively working against your focus. Doom scrolling, short-form content, algorithmic addiction, all of it is chipping away at our ability to think deeply and grow intentionally. Nick and I went deep on why books are more important now than ever, and what you can actually do about it. One of the biggest things we talked about is the IQ drop happening in Gen Z, and it's not because they're less capable. It's because attention spans are shrinking. Nick shared a study showing that Gen Z is the first generation in human history to have a lower average IQ and reading comprehension than the generation before them. That's a wake-up call. Long-form reading builds your brain in a way that a 15-second video just can't. If you want to stay sharp, stay competitive, and keep growing, books are your edge. We also got into the power of implementing what you learn. Nick shared how reading Tim Ferriss's "The 4-Hour Work Week" literally inspired him to book a one-way ticket to Argentina with no contacts, no Spanish, and no plan. He got ripped off by a taxi driver and showed up to an Airbnb the building had never heard of. But five weeks later, he was making friends, learning Spanish, and becoming a more confident, self-reliant human. That's what books do when you actually act on them. The knowledge is cool, but the action is everything. Napoleon Hill said it best and Nick quoted it on air, action is the real measure of intelligence. We also talked about why writing a book might be the single best thing you can do as an entrepreneur. Not because it'll make you famous overnight, but because it's your best business card. It generates leads. It builds credibility. It can land you in rooms you never expected. Nick shared an incredible story about how a founder in Cairo, Egypt tracked him down on LinkedIn after reading "Rise of the Reader," offered him equity in a company, and brought him on as an advisor for a brand new AI reading platform called Sinai.ai. All because of a book. That's the long game playing out in real time. And speaking of real time, Nick is hosting Book Thinkers Live 2026 on July 11th and 12th in Boston on the Boston University campus. Over 400 authors are expected to attend and the speaker lineup includes legends like Jim Kwik and Rory Vaden. If you're an aspiring author or a published one who wants to actually use your book to build a business and make a real impact, this is the room to be in. And here's the kicker, Happy Hustlers can grab a free general admission ticket using the code HAPPY at checkout on https://www.bookthinkers.com/. Yeah, free. Go do it. Look, whether you're trying to write your first book, market the one you already have, or just reclaim your attention span from the algorithm, this episode has something for you. Nick is the real deal, genuinely humble, wildly knowledgeable, and someone who walks his talk every single day. Go listen to the full episode at https://caryjack.com/podcastin/. And while you're at it, grab that free ticket to Book Thinkers Live. Books change lives. This one just might change yours. What does Happy Hustlin' mean to you? Enjoy the passage of time. I think that's what happy hustlin' is all about. Connect with Nickhttps://www.facebook.com/BookThinkers/https://www.instagram.com/bookthinkers/https://x.com/bookthinkershttps://www.youtube.com/bookthinkershttps://www.linkedin.com/company/bookthinkers/ Find Nick on this website: https://www.bookthinkers.com/ Connect with Cary!https://www.instagram.com/caryjack/https://www.facebook.com/SirCaryJackhttps://www.linkedin.com/in/cary-jack-kendzior/https://twitter.com/thehappyhustlehttps://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured Get a copy of his new book, https://www.thehappyhustle.com/book Sign up for The Journey: 10 Days To Become a Happy Hustler Online Course @ https://thehappyhustle.com/thejourney/ Apply to the Montana Mastermind Epic Camping Adventure @ https://thehappyhustle.com/mastermind/ “It’s time to Happy Hustle, a blissfully balanced life you love, full of passion, purpose, and positive impact!” Episode Sponsors: If you’re feeling stressed, not sleeping great, or your energy’s been kinda meh lately—let me put you on to something that’s been a total game-changer for me: Magnesium Breakthrough by BiOptimizers. This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night If you’re ready to sleep like a baby, calm your nervous system, and optimize your recovery, go grab yours now at https://www.bioptimizers.com/happy and use code HAPPY10 for 10% OFF. =================================================================== My Green Mattress If you’ve been waking up with back pain, feeling stiff, or just not getting that deep, quality sleep. This might be what you’re missing: My Green Mattress. It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night. If you’re ready to invest in better sleep and better recovery, check it out at https://thehappyhustle.com/mygreenmattress =================================================================== Ozlo Sleep If you’ve been struggling to fall asleep, stay asleep, or just wake up feeling actually rested, let me put you on to something that’s been a total game-changer: Ozlo Sleep. These aren’t your typical sleep buds. They’re designed to block out noise and help your brain fully relax, so you can drift off faster and stay in deep, uninterrupted sleep. Perfect if you’re a light sleeper or just want that next-level rest. If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.

    59 min
5
out of 5
109 Ratings

About

Cary Jack is a lifestyle entrepreneur, professional actor/model, biohacker, eco-warrior, and philanthropist striving to make a positive impact on this planet. The goal of The Happy Hustle Podcast is to educate, inspire, and entertain you, while reminding you to enjoy the journey, not just the destination, as you Happy Hustle for a life of passion and purpose. From successful entrepreneurs to spiritual masters, Cary Jack brings on an array of powerful guests to help you transform your dreams into a reality.

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