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The Aspiring Solopreneur
Joe Rando, Carly Ries
244 episodes
2 days ago
*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. Perhaps you're even struggling with the intricacies of taxes and financial management. No matter what obstacles you face, The Aspiring Solopreneur Podcast is here to provide you with the knowledge, inspiration, and practical advice you need. In each episode, our hosts, Joe Rando and Carly Ries, sit down with a diverse range of guests, including seasoned solopreneurs, marketing gurus, financial experts, and productivity specialists. Together, they unpack the secrets to solo success, sharing their personal stories, strategies, and actionable tips. Learn from those who have paved the way before you, as they reveal their tried-and-true methods for growing their company of one. Being a solopreneur is awesome but it’s not easy. It's hard to get noticed. Most business advice is for bigger companies, and you're all alone...until now. LifeStarr's SoloSuite Intro gives you free education, community, and tools to build a thriving one-person business.  So, if you are lacking direction, having a hard time generating leads, or are having trouble keeping up with everything you have to do, or even just lonely running a company of one, be sure to check out LifeStarr Intro! Access LifeStarr Intro: https://www.lifestarr.com/lifestarr-intro-for-solopreneurs
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Entrepreneurship
Business
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All content for The Aspiring Solopreneur is the property of Joe Rando, Carly Ries and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
*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. Perhaps you're even struggling with the intricacies of taxes and financial management. No matter what obstacles you face, The Aspiring Solopreneur Podcast is here to provide you with the knowledge, inspiration, and practical advice you need. In each episode, our hosts, Joe Rando and Carly Ries, sit down with a diverse range of guests, including seasoned solopreneurs, marketing gurus, financial experts, and productivity specialists. Together, they unpack the secrets to solo success, sharing their personal stories, strategies, and actionable tips. Learn from those who have paved the way before you, as they reveal their tried-and-true methods for growing their company of one. Being a solopreneur is awesome but it’s not easy. It's hard to get noticed. Most business advice is for bigger companies, and you're all alone...until now. LifeStarr's SoloSuite Intro gives you free education, community, and tools to build a thriving one-person business.  So, if you are lacking direction, having a hard time generating leads, or are having trouble keeping up with everything you have to do, or even just lonely running a company of one, be sure to check out LifeStarr Intro! Access LifeStarr Intro: https://www.lifestarr.com/lifestarr-intro-for-solopreneurs
Show more...
Entrepreneurship
Business
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231. 7 Failure Modes That Can Sink Your Solopreneur Business
The Aspiring Solopreneur
10 minutes
1 month ago
231. 7 Failure Modes That Can Sink Your Solopreneur Business

You’ve worked hard to get your solopreneur business off the ground, but what happens when things start to stall, or worse, head in the wrong direction?

In this episode of The Aspiring Solopreneur, Carly and Joe dig into the “improving” phase of the Solopreneur Success Cycle. They uncover the seven most common failure modes that can quietly sabotage your progress, from burnout and stagnation to external threats and even your own mindset.

Whether your business is thriving or just surviving, these insights will help you spot trouble early, course-correct with confidence, and keep your business aligned with the life you want to live.

Popular Questions and Answers From The Episode

What’s the first thing solopreneurs should address when improving their business?

If there’s an existential threat, that has to come first. These are big, business-ending issues—like a major competitor undercutting your prices, new technology disrupting your industry, or a business model that simply isn’t working. Before worrying about tweaks or small improvements, solopreneurs need to tackle these threats head-on to ensure survival.

What are the “seven failure modes” solopreneurs should watch out for?


Joe outlined seven common failure modes:

  1. Misalignment – your business no longer matches your goals or interests.
  2. Overload – you’re working too much and burning out.
  3. Money problems – not enough revenue or profit to sustain you.
  4. External risks – outside forces like platform changes or new competitors.
  5. Stagnation – growth stalls or customers start slipping away.
  6. Execution failure – not delivering quality results to clients.
  7. Psychological barriers – mindset issues like fear, procrastination, or undercharging.

Recognizing which one you’re facing is the first step toward fixing it.

How do solopreneurs know when it’s time to reimagine their business?

It’s time to reimagine when your business stops serving your life. Even if it’s profitable and running smoothly, if you’ve lost enthusiasm, feel misaligned, or your personal goals have shifted, that’s a signal to step back. Sometimes improving your business isn’t about fixing broken systems—it’s about reshaping it so it supports the life you want today, not the one you wanted years ago.


Okay, this might be the craziest offer we’ve ever made. We’re giving away a solopreneur platform that normally costs five hundred dollars a year…For twenty-five bucks. And not for a month, not for a year… forever.


All you have to do is pre-order our new book: Solopreneur Business for Dummies.

When we first went solo, we thought we could just Google our way through it. But the advice out there?

It was built for startups with teams and money, not someone trying to do it all themselves. We kept thinking: “There’s gotta be a better way.”

So we made one. LifeStarr Premier is the system we wish we had back then: the tools, the strategy, the community, all in one place.

Go to book.lifestarr.com to lock it in.

This deal goes away when the book drops, October 6, 2025, and it’s not coming back.

Pre-order the book. Upload your receipt. You’re in. For good.


The Aspiring Solopreneur
*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. Perhaps you're even struggling with the intricacies of taxes and financial management. No matter what obstacles you face, The Aspiring Solopreneur Podcast is here to provide you with the knowledge, inspiration, and practical advice you need. In each episode, our hosts, Joe Rando and Carly Ries, sit down with a diverse range of guests, including seasoned solopreneurs, marketing gurus, financial experts, and productivity specialists. Together, they unpack the secrets to solo success, sharing their personal stories, strategies, and actionable tips. Learn from those who have paved the way before you, as they reveal their tried-and-true methods for growing their company of one. Being a solopreneur is awesome but it’s not easy. It's hard to get noticed. Most business advice is for bigger companies, and you're all alone...until now. LifeStarr's SoloSuite Intro gives you free education, community, and tools to build a thriving one-person business.  So, if you are lacking direction, having a hard time generating leads, or are having trouble keeping up with everything you have to do, or even just lonely running a company of one, be sure to check out LifeStarr Intro! Access LifeStarr Intro: https://www.lifestarr.com/lifestarr-intro-for-solopreneurs