Episode #774

Hike & Pod! How to Build a Business You Love Without Burning Out with Founder of Slashdev.io, Michael Ballard

What if building a successful business didn’t require grinding yourself into the ground? In this special Montana Mastermind hike and pod episode of The Happy Hustle Podcast, Cary Jack sits down with entrepreneur Michael Ballard for a real conversation about business, health, money, spirituality, family, and creating a life you actually enjoy. Michael is a software development business owner originally from Sequim, Washington, who has lived in Stockholm, Sweden for the past eight years. His business works across mobile apps, websites, and AI implementations. He shares practical lessons on doing work you love, improving your nutrition, saving and investing for financial security, unplugging from devices, and using business as a foundation for more freedom, not more burnout. If you’re an entrepreneur who spends most of your time caught in the tactics, this episode is a reminder to zoom out. Success isn’t just about how much you build. It’s also about having the freedom to be with the people you love, spend time in nature, experience epic adventures, and enjoy the life you’re working so hard to create.

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Hike & Pod! How to Build a Business You Love Without Burning Out with Founder of Slashdev.io, Michael Ballard

Episode #773

4 Crucial Investments Everyone Under 50 NEEDS To Make and How to Build Real Wealth while Enjoying the Journey with Dustin Bezalel President and Founder of Creative Financial Network

What's your real retirement plan? If it's "sell the business someday," this episode might be the wake up call you need. Cary Jack sits down with Dustin Bezalel, president and founder of Creative Financial Network, to talk about the money mistakes entrepreneurs make and how to fix them before it's too late. Dustin shares why procrastination is the biggest threat to your financial future, and why about 85% of business owners can't retire if they don't sell their business. He breaks down how to diversify across risk, tax, and liquidity, how much to keep in your emergency fund, and the four financial protectors you need at every stage of life. From life insurance to long term care, it's clear, practical, and easy to act on. But this isn't just a money talk. Dustin opens up about growing up watching his mom struggle financially, trading a culinary career for financial freedom, and how he "waters every plant" in his life, from family to faith to fitness. If you want to build wealth without losing yourself in the grind, this one's for you.

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4 Crucial Investments Everyone Under 50 NEEDS To Make and How to Build Real Wealth while Enjoying the Journey with Dustin Bezalel President and Founder of Creative Financial Network

Episode #771

Get Good With MONEY, Build Wealth, and Live in Alignment with Tiffany “The Budgetnista” Aliche

Tiffany The Budgetnista has helped nearly 200,000 people get their finances together, built an eight figure business with zero investors and zero debt, and written a New York Times bestselling book that sold 400,000 copies. But the most powerful thing she shares in this episode isn't a money strategy. It's the mindset shift that changed everything after losing her husband suddenly at forty one. In this conversation, Tiffany breaks down exactly how she built a community of over two million people, the credit score tactics most people never learn, and why she believes money is a team sport you were never meant to play alone. She gets real about scaling past $10 million a year, burning out, and choosing a simpler, more aligned life on the other side of grief. It's honest, practical, and genuinely moving. If you want better credit, a stronger community, and a healthier relationship with money and ambition, this episode is for you. Tiffany doesn't just teach finance. She teaches you how to build a life worth funding.

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Get Good With MONEY, Build Wealth, and Live in Alignment with Tiffany “The Budgetnista” Aliche

Episode #763

10 Areas Every Entrepreneur Must Master, The S.O.U.L.M.A.P.P.I.N. System with Cary Jack & Serial Entrepreneur, Founder of Speakeasy Mastermind, Eric Berman

Cary Jack sits down with Eric Berman on Inside The Speakeasy podcast for a raw conversation about burnout, freedom, and what real success actually looks like. Cary shares the story of walking away from a seven figure funding deal in New York City after realizing the hustle he was chasing wasn't even his own definition of winning. It's a candid look at what it costs to grind without direction, and what changes when you finally stop. The two dig into the S.O.U.L.M.A.P.P.I.N. System, Cary's framework for scoring your life across ten key areas including health, relationships, finances, and spirituality. If you've ever felt successful on paper but empty everywhere else, this episode gives you a real way to measure it and start closing the gap. This one's for the entrepreneur who's tired of chasing more and ready to figure out what actually matters. Freedom, fulfillment, and a system to get there, no fluff, just real talk.

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10 Areas Every Entrepreneur Must Master, The S.O.U.L.M.A.P.P.I.N. System with Cary Jack & Serial Entrepreneur, Founder of Speakeasy Mastermind, Eric Berman

Episode #758

The Side Hustle BOOM: 1 Test That Separates Building an Asset vs Another Job with Cary Jack

In this solo episode, Cary Jack breaks down one of the biggest blind spots in the side hustle world. Most people think their side income problem is about money or motivation. It's actually about ownership. Cary walks through a simple test to figure out whether what you're building is a real asset or just another job in disguise, and why that distinction changes everything about how you spend your time and energy. Cary shares the exact framework he uses to evaluate a side hustle's potential, including a 30 day test, a 90 day decision checkpoint, and a money rule for allocating income so it actually compounds instead of disappearing. He also gets into why so many side hustlers report burnout, and what founders get wrong when they think they're immune to it. This episode is for anyone juggling a side hustle, running a team that's quietly building their own side income, or wondering if what they're working on is actually going anywhere. It's a practical, no fluff look at building something that pays you even when you step away from it.

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The Side Hustle BOOM: 1 Test That Separates Building an Asset vs Another Job with Cary Jack

Episode #755

The 4 P’s of Wealth and How To Become a FULFILLIONAIRE with Founder of Fulfillionaire and Chairman of Thrive FP, JP Newman

Cary Jack sits down with JP Newman, a serial real estate entrepreneur behind over two billion dollars in transactions and the founder of Fulfillionaire.com, for a live Guest Guru Training straight from the Happy Hustle Club. JP breaks down why so many wealthy people are actually the most fearful people in the room, and why chasing a random dollar figure will never bring the peace you think it will. This one gets into JP's Fulfillionaire Framework, built around four kinds of wealth: purpose, people, presence, and play. Listeners will hear why picking a "freedom number" without knowing the feeling behind it is basically financial guesswork, and how flipping that order changes everything. JP also gets real about the difference between being a millionaire and being a fulfillionaire, and why one leads to more money while the other just leads to more stress. If you've ever felt like your bank account goal doesn't actually mean anything to you, this episode hands you a framework to fix that. It's a short, punchy training packed with mindset shifts entrepreneurs and providers can use right away.

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The 4 P’s of Wealth and How To Become a FULFILLIONAIRE with Founder of Fulfillionaire and Chairman of Thrive FP, JP Newman

Episode #747

The FULFILLIONAIRE Framework: The 4 Pillars of True Wealth with Founder and Chairman of Thrive FP, JP Newman

JP Newman, founder and chairman of Thrive FP and creator of the Fulfillionaire framework, joins Cary to talk about what happens when you finally make the money and it still does not feel like enough. JP opens up about the moment his dream car got delivered and instead of joy, he felt panic, a story that sets the tone for one of the most honest money conversations on the show. Together they break down the four P's, purpose, people, presence, and play wealth, and why most high earners are missing at least one of them without even realizing it. JP also walks through his wealth pyramid, a practical tool for managing liquidity, income, and risk, while staying emotionally grounded through every stage. If you have ever hit a goal and felt strangely empty, or you are chasing one right now and wondering if it will actually deliver what you think, this episode hands you a clear, real roadmap toward wealth that you can actually feel.

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The FULFILLIONAIRE Framework: The 4 Pillars of True Wealth with Founder and Chairman of Thrive FP, JP Newman

Episode #741

Building High Margin Businesses, Selling Smart, and Living Free with $100 MBA Show Host and Webinar Ninja Co-Founder Omar Zenhom

In this episode, Cary sits down with Omar Zenhom, co-founder of Webinar Ninja and host of the massively successful $100 MBA Show podcast, to talk about what it really takes to build a business that gives you freedom, not just revenue. Omar breaks down why healthy margins are the single most important factor in any business, how to validate your idea before you build it, and what the acquisition process actually looks like from the inside. Omar also gets real about the mindset shifts that carried him through a decade of building, the mistakes most SaaS founders make, how he and his wife Nicole ran a company together and stayed married, and why AI is no longer optional for entrepreneurs who want to stay competitive. This one is packed with practical wisdom and zero fluff. If you're building a business, thinking about selling one, or just trying to create a life with more freedom and less stress, this episode is exactly what you need to hear.

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Building High Margin Businesses, Selling Smart, and Living Free with $100 MBA Show Host and Webinar Ninja Co-Founder Omar Zenhom

Episode #740

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

What does it actually mean to be free? Not just financially, but in your time, your health, your relationships, your creativity, and your spirit? In this solo episode of The Happy Hustle Podcast, Cary Jack breaks down his Seven Freedoms Framework, the philosophy he lives by and uses to help high achievers stop grinding for a life they don't actually want and start building one they love. This episode is a gut check for any entrepreneur who's been chasing money, status, or success metrics that look great on paper but feel hollow in real life. Cary gets honest about his own early grind, the emptiness of chasing ego and exits, and the moment he decided to compete on freedom instead of finances. It's practical, it's personal, and it hits different if you've ever felt cash rich but time broke. If you're ready to rethink what wealth really means and redesign your life around what actually matters, this one is for you. Cary covers time freedom, financial freedom, creative freedom, health freedom, relationship freedom, location freedom, and spiritual freedom, and why optimizing for all seven is the real path to happy hustlin'.

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

Episode #736

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

What if you could get the best money advice from 10 eight figure founders all in one place? In this solo mashup episode of The Happy Hustle Podcast, Cary Jack breaks down the top money hacks from legendary entrepreneurs including Dr. Myron Golden, John Lee Dumas, Dan Martell, Rory Vaden, Danette May, Garrett Gunderson, Nathan Barry, Kris Krohn, Pat Flynn, and Kiana Danial. These are the real, actionable tips you need from people who have actually built the kind of wealth you're working toward. You'll learn how to reprice your offers by value instead of hours, how to build audience flywheels that pay you long after you stop working, and how to use dollar cost averaging to grow your wealth consistently over time. And at the end, Cary pulls back the curtain on three powerful money patterns hiding underneath all 10 responses, patterns that every single one of these successful entrepreneurs quietly shares. If you're serious about escaping the hourly trap and building assets that actually work for you, this episode gives you everything you need to take action today. No fluff, no theory, just the moves that matter.

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