7x Inc 5000 CEO shares Contrarian Strategies for Entrepreneurs to Win in 2025 with 2x #1 Bestselling Author Ryan Levesque

When’s the last time you touched grass… before your phone? No really. Imagine waking up, resisting the urge to scroll, walking outside barefoot, and just… grounding. That’s what today’s episode is all about — unplugging from the madness and plugging into what’s real. And man, this convo hit different. In this episode of The Happy Hustle Podcast, I sat down with Ryan Levesque, a 7-time Inc. 5000 CEO, 2-time #1 National Bestselling Author, and legit one of the smartest (and realest) entrepreneurs I know. He’s the guy behind the wildly successful Ask Method — but lately, he’s been asking deeper questions. Like… What if success isn’t just scaling tech, but scaling truth? What if the best things in life can’t be optimized or outsourced? What if real wealth is measured in moments, not metrics? Ryan’s on a mission to live a radically real life. He left the digital rat race for a self-sustaining lifestyle — think chickens, crops, faith, and family. And in this convo, we explore his framework called “The Return to Real” — a philosophy (and lifestyle) that’ll get you rethinking your entire hustle. We jammed on everything from purpose-driven business to farming wisdom to why technology is no longer a moat. Spoiler alert: In a world where anyone can clone your product, the unscalable stuff is your secret weapon. Love. Integrity. Presence. A handwritten note. A meaningful convo. A hug from your little one. THAT’S the new currency. Here are a few gems from this episode you won’t wanna miss: Ryan’s daily practice to instantly ground your energy and clear your mind — no apps required Why the real flex in business is doing things that don’t scale (and why your competition won’t do it) The communication skill that’ll set you apart in a noisy, AI-run world How to recalibrate when you feel out of sync — personally or professionally Why following your heart isn’t fluffy — it’s your most strategic move This convo is raw, soulful, and super practical. It’s not about quitting business and buying a farm (unless that’s your vibe) — it’s about remembering who you are underneath the noise. Slowing down enough to ask better questions. And choosing depth over distraction, every dang time. So if you’re craving more meaning, more alignment, and a business that feels good to run, hit play on this one. It might just change how you show up tomorrow In this episode, we cover: Sustainable Living and Farming Journey The Return to Real: A Movement Towards Authenticity Practical Applications of the Return to Real Optimizing for Oxytocin in Business The Importance of Unscalable Experiences The Importance of Communication Skills in the Digital Age Embracing Unconventional Wisdom for Business Success Following Your Heart's Contrarian Voice Navigating Life's Windows of Opportunity The Journey to Authentic Living Rapid Fire Insights and Personal Reflections What does happy Hustlin mean to you?  Ryan says it's that right combination, which I think for all of us, it's what is the right effective dose for you? And that's, I think, a lifelong quest of recalibration and optimization around what happy hustling means for all of us. Connect with Ryan https://www.instagram.com/askryanlevesque/ https://www.linkedin.com/in/ryanlevesque/ https://www.facebook.com/ryan.levesque Find Ryan on this website: https://thedigitalcontrarian.com Connect with Cary! https://www.instagram.com/caryjack/ https://www.facebook.com/SirCaryJack https://www.linkedin.com/in/cary-jack-kendzior/ https://twitter.com/thehappyhustle https://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured Get a free copy of his new book, The Happy Hustle, 10 Alignments to Avoid Burnout & Achieve Blissful Balance 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. 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