Work Less, Live More: How I Built a Dream 2.5-Day Workweek with Cary Jack

What if I told you that working just two and a half days a week could actually be your new normal? More time with your family, more energy for your passions, and more freedom to live—without sacrificing your income or impact. Sounds wild, right? But it’s possible—and in this episode of the Happy Hustle Podcast, I’m breaking down exactly how I pulled it off. First things first: I didn’t start here. I used to grind nonstop—100+ hour workweeks, chasing big goals in the big city, feeling burned out and unfulfilled. Eventually, I hit a breaking point and knew something had to change. That’s when I started to design my life on purpose. I created a weekly structure, tested out new systems, and got clear on what actually mattered. Over time, that led me to working just 2.5 days a week—with more results, more happiness, and more balance. Here’s how it works: It’s not just about the structure—it’s about the systems. I use time-blocking religiously and follow Parkinson’s Law: work expands to the time you give it. So I limit tasks on purpose. I use the Pomodoro technique—45 minutes of deep work, 15 minutes of rest. Apps like Sunsama and Notion help me plan my day with intention. I set just three “Most Valuable Tasks” each day and focus only on those. The rest? Either gets scheduled for later or let go. Delegation and automation are non-negotiables. I ask myself, “What would break if I stopped doing this?” If the answer is nothing, I cut it. For what’s essential but not in my zone of genius, I delegate using the 10-80-10 rule: 10% to set it up, 80% delegated, 10% to review. I rely on tools like Zapier and an organized team to automate as much as possible. I also create SOPs (Standard Operating Procedures) for everything so I’m not the bottleneck. Once things are documented and repeatable, it’s easy to scale without burning out. One big mindset shift that made this lifestyle possible? Realizing busy doesn’t equal productive. I stopped glorifying hustle and started chasing impact. I focus only on the 20% of actions that create 80% of the results—whether that’s nurturing partnerships, closing deals, or creating content that builds brand trust. If it doesn’t move the needle, I say no. And speaking of “no”—boundaries are everything. I trained my team and clients to respect my schedule. I don’t reply to business texts on Sundays. I protect off-grid time and unplug regularly to reset my nervous system. People quickly adapt when you set clear expectations—and you’ll find you’re actually more respected when you own your time. Was this shift easy? Nope. It took trial and error. I had to hustle hard at first to build the foundation. But now, with recurring income streams, dialed-in systems, and a focused schedule, I get to enjoy a life that’s rich in time, not just money. So if you’re tired of the grind and want more freedom without giving up your goals—start small. Time-block your ideal week. Identify your needle-moving tasks. Eliminate the noise. And build the life you actually want to live, one intentional move at a time. 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 Sponsor: Magnesium Breakthrough from BiOptimizers https://bioptimizers.com/happy If you've been on a restricted diet lately or maybe even taken some meds to shed those pounds for the summer, I gotta warn ya—be careful! 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