My Solopreneur Life

Terry Pappy
  • 5.0 (5)
  • Entrepreneurship
  • Updated Biweekly

It’s for sure that running a one-person business takes courage, execution, and a whole lot of learning—but you don’t have to figure it all out by yourself. My Solopreneur Life is your go-to resource for confidence-building inspiration, actionable business insights, and real talk about what it takes to be a successful solopreneur, hosted by 20-year solopreneur, Terry Pappy. In addition to tips on solopreneur marketing, sales, branding, and customer experience, you’ll also hear from fellow solopreneurs who generously share their wisdom, wins, and lessons learned along the way. In a world where any dream can be made real, your passion-led work deserves to thrive—and My Solopreneur Life is here to help you make it happen.

  1. MSL 415 - The wrap of My Solopreneur Life and why I'm starting a new show

    May 25

    MSL 415 - The wrap of My Solopreneur Life and why I'm starting a new show

    After four seasons and a year and a half of My Solopreneur Life, this episode marks the end of one chapter and the beginning of an exciting new adventure. I’m sharing the story behind my decision to launch a new show, The Signal, and why I’m feeling pulled back to something that has always been at the core of who I am: writing from the heart, finding your voice, and bringing real human experience into thought leadership. Over the past year, I’ve watched AI transform how we create and communicate. I use AI and believe it can be an incredible tool, but I’m also noticing a growing hunger for something deeper—real stories, real emotion, real lived experience, and content that resonates because it comes from a human being, not just a prompt. I’m also opening up about a personal experience that threw me for a loop and how, in the middle of navigating that unexpected season of life, new doors started opening in ways I never saw coming. I share the heaven-sent story of how a chance connection with a Starbucks barista led to creating my own writers group and how that experience reawakened something in me I had been missing. This next chapter is about returning to being a writer, helping others find and trust their own voice, and exploring what happens when we stop trying to sound perfect and start creating from something real. Come along with me as I close one door and step into what feels like exactly where I’m supposed to be.

  2. May 11

    MSL 414 - How simplicity and structure can eliminate overwhelm with Andrew Hartman (part two)

    In this second part of my conversation with Andrew Hartman, founder of Time Boss, we move from origin story into the practical reality of how his system actually works. Andrew breaks down what was happening beneath his own burnout and what he discovered through years of experimentation: most overwhelm isn’t a time problem, it’s a capacity and decision problem. The real issue is that we keep saying “yes” to more than our attention, energy, and focus can sustainably hold.

  3. Apr 27

    MSL 413 - How solving your own burnout can lead to a business with Andrew Hartman (Part one)

    Andrew Hartman didn’t set out to start a business. He set out to fix his own burnout. In this episode, we talk about how solving that one problem led to Time Boss, and what solopreneurs can learn about building something that truly works.

  4. Apr 13

    MSL 412 - AI isn’t replacing you, it’s exposing you: the real way solopreneurs should use AI

    In this episode, I get real about what I’m actually seeing with AI as a solopreneur, not the hype, not the fear, but what’s happening in the day-to-day trenches of running a business. I share a moment that genuinely stopped me in my tracks when I saw how realistic AI-generated avatars have become, and why that matters more than most people realize. Because as this technology gets better, trust becomes harder to earn. That’s why I double down on something I’ve always believed: your voice, your personality, and your presence are your edge. I walk you through how I think about AI versus software, and how I’m using tools like scheduling, recording, and summarization to eliminate friction in my workflow without losing the human experience my clients expect from me.

  5. Mar 30

    MSL 411 - The unconscious way solopreneurs kill their best ideas (and how to save them!)

    I’ve noticed something about myself over the years as a solopreneur, and I see it in others all the time, too. We come up with a great idea, get excited about it, and then we start talking about it before it’s fully formed. In this episode, I break down the unconscious habit of sharing ideas too early and how it quietly drains their energy, creates doubt, and can even stop them from becoming something meaningful.

  6. Mar 16

    MSL 410 - The sales pitch mistake solopreneurs make and what to do instead to win the work

    In this episode of My Solopreneur Life, I share one of the most common mistakes I see solopreneurs make when they finally get in front of a potential client. After all the effort it takes to generate a lead and secure a meeting, many of us fall into the same trap. We start talking about our process, our technology, our methods, and all the things we’re proud of. The problem is that prospects are not interested in how we work nearly as much as we think they are. What they really care about is whether we understand their problem and can help them solve it.

  7. Mar 2

    MSL 409 - The overlooked skill that will grow your solopreneur business faster than any other

    Most solopreneurs focus on execution, productivity, and output because that feels like the safest way to grow a business. In this episode, I share why that mindset eventually limits you — and why creativity is one of the most overlooked skills in solopreneur success. Creativity isn’t about being artistic or expressive. It’s about seeing patterns, identifying gaps, rethinking assumptions, and finding smarter ways to serve clients. When creativity gets pushed aside, businesses stall, energy drops, and burnout creeps in. I also talk about how analytical, logical solopreneurs are already using creativity every day without recognizing it. When you solve client problems, refine your positioning, improve systems, or spot new opportunities, you’re being creative. The real growth shift happens when you make intentional space for that thinking instead of living in constant execution mode. Creativity, when treated as a skill instead of a personality trait, becomes a powerful driver of clarity, confidence, and long-term business growth.

  8. Feb 23

    MSL 408 - Mindset, pricing, and having the courage to ask for the sale with Miriam Schulman

    In this episode of My Solopreneur Life, I chat with Miriam Schulman, author of Artpreneur: The Step-by-Step Guide to Making a Sustainable Living From Your Creativity and creator of the Artist Incubator program. Miriam shares her pivot from a Wall Street career after 9/11 into building a long-term art business, then turning her hard-won lessons into coaching frameworks that help artists and creative solopreneurs build real income.

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About

It’s for sure that running a one-person business takes courage, execution, and a whole lot of learning—but you don’t have to figure it all out by yourself. My Solopreneur Life is your go-to resource for confidence-building inspiration, actionable business insights, and real talk about what it takes to be a successful solopreneur, hosted by 20-year solopreneur, Terry Pappy. In addition to tips on solopreneur marketing, sales, branding, and customer experience, you’ll also hear from fellow solopreneurs who generously share their wisdom, wins, and lessons learned along the way. In a world where any dream can be made real, your passion-led work deserves to thrive—and My Solopreneur Life is here to help you make it happen.

Information

  • Creator
    Terry Pappy
  • Years Active
    2025 - 2026
  • Episodes
    67
  • Rating
    Clean
  • Copyright
    © Copyright Terry Pappy
  • Show Website
    My Solopreneur Life