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The Aspiring Solopreneur

Joe Rando, Carly Ries

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*Formerly known as Solopreneur: The One-Person Business Podcast* Welcome to The Aspiring Solopreneur, the weekly podcast that dives deep into the world of solopreneurship. Join us as we bring you insightful interviews with industry experts and successful solopreneurs who have mastered the art of running their own businesses. Are you a solopreneur looking for guidance on how to attract clients? Or maybe you're searching for ways to stay motivated and overcome the challenges of working alone. ...
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Canadian lawyer and tech founder Josh Schachnow interviews successful solopreneurs to hear their best stories, lessons, advice and more. If you want to learn the secrets of successful small businesses or get solopreneur business ideas, then the Solopreneur Grind Podcast is just for you.
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In this episode of the Solopreneur Grind podcast, I talk to Joe Rando, the CEO and founder of Lifestarr. Joe shares his unique career journey from obtaining a degree in physics and developing shopping centers to founding successful companies like Trade Area Systems and now Lifestarr. We discuss the challenges and strategies for solopreneurs, includ…
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It started as girl talk… and turned into one of the most honest, powerful conversations we’ve had on this show. In this episode, Carly sits down with Athena Brownson, former professional skier turned real estate powerhouse, as she opens up about the journey from chasing air in halfpipes to battling chronic illness and redefining what it means to th…
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In today's sound bite episode, we’re tackling a topic that hits home for every solopreneur: taking time off. As a solopreneur, your time is your currency—stepping away from work can feel like a trade-off between relaxation and revenue, or between recharging and losing momentum. But here’s the thing: burnout isn’t good for business, and neither is r…
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In this episode, Carly and Joe chat with Karen King, aka The Escapepreneur, about what it really takes to build a business that lets you work from anywhere. From discovering your true passions to keeping things ridiculously simple (think: Facebook group + PayPal), Karen shares her journey from burnout to freedom and how you can do the same. Whether…
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Ever wonder what rookie mistakes might secretly be sabotaging your solopreneur journey? In this episode, Carly and Joe dive into the biggest blunders new solopreneurs make, from flying solo a little too solo to underpricing, overplanning, and forgetting the golden rule of lead gen. Whether you're just starting out or already in the thick of it, the…
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What do addiction recovery, international web hosting, youth boxing, and AI-powered solopreneurship have in common? Ken Cox. In this raw and inspiring episode, Ken shares how hitting rock bottom sparked a complete life overhaul—from buying a boxing gym to launching tech ventures that run on AI. If you're stuck overthinking, this episode might just …
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In this episode of the Solopreneur Grind Podcast, I talk to Lucas Root about: 00:00 Introduction and Guest Welcome 01:20 Lucas Root's Background and AI Journey 04:31 The Evolution of AI and ChatGPT 09:26 AI Agents and Their Practical Applications 21:59 Using AI to Optimize Workflows 29:25 Top Tools for Non-Coders 33:07 Final Thoughts and Recommenda…
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Feeling like you’re constantly chasing your next paycheck or running out of time to grow your business? You’re not alone! In this short episode, Carly and Joe dive into the game-changing potential of recurring revenue for solopreneurs. From Joe's firsthand experience building subscription-based businesses to Carly's actionable tips for keeping your…
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What do laid-off marketers, disgruntled Gen Xers, and rule-breaking entrepreneurs have in common? They all need to hear this episode. Laura Zavelson joins us to talk about why niching down is your secret weapon, how to sell without sounding salesy, and the real reason you’re probably undercharging (hint: it’s not because you need another certificat…
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In this episode of the Solopreneur Grind Podcast, I talk to Matthew Stafford about: 00:00 Introduction and Guest Welcome 00:24 Matthew Stafford's Background and Entrepreneurial Journey 01:26 First Business and Transition to Online Sales 04:17 Insights on Sales and Marketing 05:52 Advice for Aspiring Entrepreneurs 09:21 Daily Routine and Personal Pr…
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Think your brand is just a logo and a color scheme? Think again! As a solopreneur, YOU are your brand. In this sound bite episode, we dive into what truly makes a personal brand stand out. From embracing your unique strengths to building trust with your audience, we break down why your brand is about more than just marketing—it’s about who you are …
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Feeling lost trying to "find your passion"? You're not alone—and maybe that's not even the right thing to be chasing! In this powerful episode, we sit down with Paul Davis, creator of the Genius Code, to uncover why passion fades, purpose sticks, and how true inspiration can unlock the life and business you were meant to build. (Warning: you might …
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If you're still getting your business advice from that one guy on LinkedIn who hasn't updated his profile since 2014... this episode is your wake-up call. We're diving into what it really means to future-proof your solo business—and spoiler: it’s not just about hopping on the latest tech trend. From decluttering your feed to actually talking to you…
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Feel like your goals ghosted you this year? You're not alone—and it's not self-sabotage. In this episode, we’re talking to self-trust coach Dawn Ledet about why missed goals aren't failures, how to stop making your inner dialogue sound like a mean girl, and what to do when your ambition outpaces your execution. Whether you’re a solopreneur navigati…
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Hosting events has been an absolute game-changer for lead generation and building genuine connections. Joe and Carly are huge fans of taking something as simple as a webinar, giving it a little makeover, and calling it an “event.” Trust us, it makes a world of difference! When you frame it as an event, it instantly feels more exciting and engaging—…
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What does it take to thrive as a solopreneur and truly love the life you’re building? Liz Steblay knows the answer—and she’s sharing her wisdom from over 20 years of self-employment, coaching, and business-building. In this episode, Liz reveals how she fell into solopreneurship before the term even existed, the hard lessons she learned along the wa…
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Think you need a big budget and a bigger team to run successful virtual events? Think again. In this episode of The Aspiring Solopreneur, Carly Ries and Joe Rando pull back the curtain on how their small group consistently uses virtual events to generate leads, build trust, and grow their community—without the overwhelm. From low-tech tools (spoile…
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What do you get when you combine a smart marketing mind, a super simple service, and a willingness to do what others won’t? A thriving, outside-the-box solopreneur success story. In this episode of The Aspiring Solopreneur, we’re joined by William Milliken, founder of SwoopScoop, who turned a household chore into a scalable subscription business. W…
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In this episode of the Solopreneur Grind Podcast, I talk to Gal Ratner about: 00:00 Introduction and Guest Welcome 00:13 About Shop Snap: A Unique E-commerce Platform 00:57 The Origin Story of Shop Snap 01:59 Team and E-commerce Industry Insights 03:26 Steps to Start a SaaS Business 10:56 Challenges and Advice for Entrepreneurs 13:51 The Role of AI…
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Feeling like you’re constantly chasing your next paycheck or running out of time to grow your business? You’re not alone! In this short episode, Carly and Joe dive into the game-changing potential of recurring revenue for solopreneurs. From Joe's firsthand experience building subscription-based businesses to Carly's actionable tips for keeping your…
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Ever feel like taxes are the ultimate entrepreneurial riddle you're never quite sure you've solved? Every form you have to complete and every deduction you have to consider can leave you wondering if you're doing everything correctly. Taxes and bookkeeping are hard to understand, especially when you’re busy running the rest of your business. That’s…
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Tired of trading time for money? Think your only pricing options are hourly or retainer? Think again. In this episode of The Aspiring Solopreneur, Carly Ries and Joe Rando are breaking open the revenue model box. From subscription models to productized services, online courses to scalable solutions, they’re sharing the creative—and often overlooked…
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What if selling didn’t feel salesy at all? In this episode of The Aspiring Solopreneur, Carly and Joe sit down with the brilliant Nikki Rausch, creator of the Selling Staircase and queen of relationship selling. Nikki breaks down how to ditch the pushy tactics and build trust through smart questions, real conversations, and—get this—actually asking…
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In this episode of the Solopreneur Grind Podcast, I talk to Philippe Burns about: 00:00 Introduction and Guest Welcome 00:15 Philip's Background and Tech Thursday's Origin 01:04 Scaling Tech Thursday and Neo Financial Experience 05:45 The Importance of In-Person Events 08:33 Starting an In-Person Event Business 12:29 Challenges and Business Model 1…
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Are you keeping your business idea under wraps, afraid someone will steal it? Think again! In this short episode, we break down why secrecy could be sabotaging your success—and what to do instead. Learn how to properly vet your product or service, test your messaging, and refine your pricing before launching, so you don’t waste time on an idea that…
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Feeling overwhelmed? Struggling with writer’s block? You’re not alone. In this short episode of The Aspiring Solopreneur, Carly Ries and Joe Rando get real about those days when motivation is nowhere to be found. They dive into the power of stepping away, reconnecting with your “why,” and knowing when to push through versus when to pivot. Plus, the…
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What if the secret to success isn’t just about what you do—but how you think? In this episode, we sit down with Margot Machol Bisnow, author of Raising an Entrepreneur, to unpack the mindset that fuels solopreneurs and self-starters alike. We’re diving into the grit, resilience, risk-taking, curiosity, and compassion that define entrepreneurial suc…
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Feeling overwhelmed? You’re not alone! It’s easy to get buried in the chaos. But what if you could actually plan your week in a way that keeps you productive and sane? In this short episode, Carly Ries and Joe Rando break down strategies for prioritizing tasks, staying flexible, and avoiding the dreaded to-do list burnout. Plus, the simple mindset …
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