Solopreneur Life

Andy Hill
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Solopreneur Life is a podcast for people building one-person businesses on purpose. This show is for side hustlers who want to turn their work into a sustainable solo business without burnout, hustle culture, or chasing endless growth. There is no talk of building to the moon here. Instead, we focus on finding a comfortable level of income, protecting it, and creating space to actually live life outside of work. Host Andy Hill shares transparent interviews with real solopreneurs who have intentionally built one-person businesses that support their lives. You will hear honest conversations about money, time freedom, lifestyle design, and what it truly takes to make the leap from employee to owner. Alongside interviews, Andy also shares solo episodes with practical guidance and lessons from his own solopreneur journey. Solopreneur Life is about margin over more, confidence over chaos, and building a business that helps you own your time.

  1. Solopreneur vs Entrepreneur: What’s the Difference?

    2D AGO

    Solopreneur vs Entrepreneur: What’s the Difference?

    What’s the difference between a solopreneur and an entrepreneur? At first glance, they might sound the same, but the intention behind each path can lead to very different lives. In this episode of Solopreneur Life, we break down the key differences between entrepreneurship and solopreneurship, and why choosing a “business of one” might be the better path for those seeking more freedom, flexibility, and fulfillment. From business structure and growth goals to time boundaries and financial stability, this episode explores what it really means to build a business that supports your life ... not one that consumes it. If you’ve ever questioned the constant pressure to scale, grow, and do more, this episode offers a refreshing perspective on choosing “enough” and designing a business around your ideal lifestyle. Resources & Notes Leave a voicemail for the show:https://marriagekidsandmoney.com/voicemail Order Own Your Time:https://marriagekidsandmoney.com/book Credits Host: Andy Hill Editor: Johnny Sohl Podcast Support: Michelle Ahmed

    10 min
  2. How Tess Waresmith Built a $20K/Month Financial Coaching Business

    APR 29

    How Tess Waresmith Built a $20K/Month Financial Coaching Business

    In this episode of Solopreneur Life, we spoke with Tess Waresmith, founder of Wealth with Tess, about how she built a profitable financial education business rooted in helping others avoid the mistakes she made early in her investing journey. Tess shares how she turned free content into a paid offer by launching a simple 4-week course to her network, then scaled it into a core revenue stream using webinars and community-based learning. After about three years, her course business was generating $15K–$20K per month in revenue with approximately 60% profit margins, resulting in roughly $10K–$12K per month in profit. She also explains how adding corporate speaking, partnerships, and selective client work expanded her income further. We discuss the realities of building a course-based business today, including increased competition, lower trust in the market, and why success often takes longer than expected. Tess also shares why she kept her corporate job while building her business, how wealth gave her the freedom to operate with integrity, and why starting as a side hustle can be a smarter path. If you’re building a knowledge-based business or thinking about launching a course, this episode offers a transparent look at what it really takes to succeed. Resources Own Your Time: https://marriagekidsandmoney.com/book  Instagram: https://www.instagram.com/wealthwithtess Substack: https://wealthwithtess.substack.com/ Credits Host: Andy Hill Editor: Johnny Sohl Podcast Support: Michelle Ahmed

    39 min
  3. 10 Financial Rules Every Solopreneur Needs to Stay Profitable

    APR 22

    10 Financial Rules Every Solopreneur Needs to Stay Profitable

    What if the difference between a struggling business and a profitable one came down to just a handful of financial rules? In this episode of Solopreneur Life, we walk through 10 essential financial rules every solopreneur needs to build a business that actually supports their life—not consumes it. From getting paid before you build, to separating your finances, paying yourself first, and creating a safety net, we explore the practical habits that help us stay profitable, reduce stress, and avoid costly mistakes. We also talk about why keeping expenses lean, diversifying income, and using systems can dramatically improve our stability and growth. And most importantly, we reflect on how to design a business that gives us the freedom we set out to create in the first place. If we want to stop “playing business” and start building something sustainable, these are the rules we can’t afford to ignore. Resources & Links: 📘 Own Your Time by Andy Hill: https://marriagekidsandmoney.com/book 🌐 Website: https://marriagekidsandmoney.com 🛒 Also available on Amazon and Barnes & Noble If this episode helps you on your solopreneur journey, share it with a friend or leave a review—it helps more people build businesses that support their lives. Podcast Support: Host: Andy Hill Editor: Johnny Sohl Podcast Support: Michelle Ahmed

    9 min
  4. How to Make a Family Business Work (Without Destroying Relationships) | Bobby Mascia

    APR 15

    How to Make a Family Business Work (Without Destroying Relationships) | Bobby Mascia

    What if your business isn’t giving you freedom… but quietly draining you instead? In this episode of Solopreneur Life, we sit down with Bobby Mascia—founder of Green Ridge Wealth Planning and author of Unchained—to unpack the hidden realities of entrepreneurship, especially within family businesses. Bobby shares his journey from Wall Street to working in his family’s Dunkin’ Donuts empire, the challenges of navigating family dynamics, and the hard-earned lessons that led him to build a business designed for independence—not burnout. You’ll learn why many entrepreneurs get stuck doing everything themselves, how to hire the right people (not just experienced ones), and why communication and transparency are the foundation of both successful businesses and strong family relationships. Whether you're building a solo business or considering working with family, this conversation will help you create a business that supports your life—not controls it. Resources & Notes Bobby’s book: Unchained Bobby Mascia: https://bobbymascia.com Green Ridge Wealth Planning: https://grwealthplan.com/ Solopreneur Life Resources Leave a voicemail: https://marriagekidsandmoney.com/voicemail Andy’s book, Own Your Time: https://marriagekidsandmoney.com/book Credits Host: Andy Hill Editor: Johnny Sohl Podcast Support: Michelle Ahmed

    32 min
  5. How Denis Trufin Earns $10k Per Month as a YouTuber

    APR 8

    How Denis Trufin Earns $10k Per Month as a YouTuber

    What does it take to quit your job and earn a full-time income on YouTube? 💻 Denis Trufin went from working in retail to building a YouTube business that now generates over $10,000/month — most of it passively. In this episode, Denis shares how he grew multiple YouTube channels, why evergreen content is his secret weapon, and what solopreneurship really looks like behind the scenes. ✅ You’ll Learn: How Denis got started (and what failed) When he realized YouTube could replace his day job 4 ways YouTubers actually make money What a typical week looks like as a solo creator His top advice for beginners (and what mistakes to avoid) Whether you're dreaming of leaving your 9–5 or growing your side hustle, Denis's journey is packed with tips, transparency, and inspiration. Resources: ⁠⁠⁠⁠Sponsors + Partners + Deals⁠⁠⁠⁠ TruFinancials (Denis's YouTube Channel): ⁠⁠https://www.youtube.com/TruFinancials⁠ YouTube Passive Income Podcast (Denis's Podcast): ⁠https://podcasts.apple.com/nz/podcast/youtube-passive-income-by-ranking/id1735315505⁠

    35 min
  6. AI and the Future of Families and Work | Matt Britton

    APR 1

    AI and the Future of Families and Work | Matt Britton

    Artificial intelligence is changing everything — from the way we work, to how we run businesses, to how we raise our kids. To help us prepare for this AI-driven future, Andy Hill sits down with ⁠Matt Britton⁠, leading AI and consumer trend expert and author of Generation AI: Why Generation Alpha and AI Will Change Everything. In this conversation, Matt explains what AI really means for employees, solopreneurs, and parents. He shares how workers can future-proof their careers, why solopreneurs have a once-in-a-lifetime opportunity to build businesses faster than ever, and how parents can prepare their children for a world where AI is everywhere. If you’re feeling both excited and overwhelmed by AI, this episode will give you clarity, perspective, and actionable steps for your family’s future. Grab Matt’s book Generation AI here → ⁠https://amzn.to/42jAXxR

    31 min
  7. Rebecca Richardson’s $20K/Month Mortgage Originator Success Story

    MAR 25

    Rebecca Richardson’s $20K/Month Mortgage Originator Success Story

    In this episode of Solopreneur Life, we spoke with Rebecca Richardson, also known as The Mortgage Mentor, about how she built a flexible and profitable mortgage business over the past 24 years. Rebecca shares how she earns $15,000 to $20,000 per month from mortgage origination and an additional $5,000 to $7,500 per month from coaching, consulting, and speaking. She explains how running a lean business helped her stay profitable, why personal branding has been key to her growth, and how she’s navigated major market shifts like the 2008 crash and today’s higher interest rate environment. We also discuss the realities of commission-based income, avoiding burnout, using AI as a tool instead of a replacement, and why finding the right mentor can accelerate your success. If you’re looking to build a flexible, service-based business with strong income potential, this episode is packed with real-world insights. Solopreneur High Five Favorite Tool: Google Workspace + Canvahttps://workspace.google.comhttps://www.canva.com AI Tool: Geminihttps://gemini.google.com Biggest Lesson: Read Who Not Howhttps://amzn.to/4rysLDB Life Outside Work: Time with her dogs + cross-stitching Retirement Goal: Work optional and giving back through coaching Resources Rebecca Richardson / The Mortgage Mentor: https://themortgagementor.co Credits Host: Andy Hill Editor: Johnny Sohl Podcast Support: Michelle Ahmed

    33 min
  8. Multi-Millionaire Wealth and Time Freedom Through Entrepreneurship | Grant Sabatier

    MAR 18

    Multi-Millionaire Wealth and Time Freedom Through Entrepreneurship | Grant Sabatier

    What if entrepreneurship could give you more than income and actually create more peace, purpose, and freedom in your life? In this episode of Solopreneur Life, we talk with Grant Sabatier, entrepreneur, investor, and author of Inner Entrepreneur, about why building your own business can be a powerful path to financial independence. Grant shares how he went from consulting and digital media to running a bookstore, managing a holding company, and designing a business life that supports time freedom and family. We also discuss the best time to start a business, why experimentation matters, how to avoid growth for growth’s sake, and what it really looks like to build a business around the life you want. Resources & Notes Grant’s book: https://amzn.to/3NuQMxB Grant Sabatier: https://grantsabatier.com/ Millennial Money: https://millennialmoney.com/ Clintonville Books: https://clintonvillebooks.com/ Solopreneur Life Resources Leave a voicemail: https://marriagekidsandmoney.com/voicemail Andy’s book, Own Your Time: https://marriagekidsandmoney.com/book Credits Host: Andy Hill Editor: Johnny Sohl Podcast Artwork: Kayli Johnson

    41 min
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About

Solopreneur Life is a podcast for people building one-person businesses on purpose. This show is for side hustlers who want to turn their work into a sustainable solo business without burnout, hustle culture, or chasing endless growth. There is no talk of building to the moon here. Instead, we focus on finding a comfortable level of income, protecting it, and creating space to actually live life outside of work. Host Andy Hill shares transparent interviews with real solopreneurs who have intentionally built one-person businesses that support their lives. You will hear honest conversations about money, time freedom, lifestyle design, and what it truly takes to make the leap from employee to owner. Alongside interviews, Andy also shares solo episodes with practical guidance and lessons from his own solopreneur journey. Solopreneur Life is about margin over more, confidence over chaos, and building a business that helps you own your time.

Information

  • Creator
    Andy Hill
  • Years Active
    2K
  • Episodes
    22
  • Rating
    Clean
  • Show Website
    Solopreneur Life

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