My Solopreneur Life

My Solopreneur Life

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.

Episodes

July 28, 2025

In part two of my conversation with Dale L. Roberts, Dale shares real-world advice and actionable steps for solopreneurs at every stage. We dig into practical considerations when starting a solo business—like making sure you have a financial safety net, getting educated about your field before “burning the boats,” and the powerful impact of finding a mentor. For those ...

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In this first part of my two-part conversation with Dale L. Roberts, I talk with Dale about how he got started as a solopreneur and self-published author. Dale shares how a challenge from his corporate wellness coach led him to write his first fitness book—something he’d always dreamed of but never pursued seriously until that moment. Dale talks honestly about those ea...

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In preparation for a talk to a group of folks considering starting their own business, I worked up a list of 7 items that matter A LOT. Here they are:

1. Finances - get on top of your finances before doing anything else

2. Passion - be clear on ...

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Meet Harry Travis, solopreneur and ex-specialty pharmacy executive turned community building and network genius. Harry is a client of mine who I met in late 2024. He has a wonderful two part story (part one is episode 209, part two is episode 210) of his journey into solopreneurism and shares detailed challenges and realizations he faced when he launched his new consul...

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In this episode, I sit down with my client—and now friend—Harry Travis, who shares his inspiring journey from a long corporate career in pharmacy and healthcare to building his own solopreneur business. Harry talks about making the leap after leaving CVS Caremark, reinvesting in himself through executive education, and how classic networking led to the creation of the ...

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Before anything else, when starting a business or leveling up a business, solopreneurs must have a strong network. Building relationships as an ongoing effort will lead to more opportunities for people to help you, you to be of service to others, and for people to know about you and the problems you solve.

...

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Your story will make or break your solopreneur business success, depending on how you use it. If you are intentional about creating a new story about your business, how you sell, how you serve clients, how you deliver value, how you market and promote your business, you'll find each area rewards you with positive results. If your story is defeatist, negative, or self-d...

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Here’s an easy three-step process to blast through any resistance keeping you from starting a new business, project, or any endeavor you want to accomplish.

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Starting a new business is exciting and intimidating, especially if you've left the corporate world or a longstanding job and are at a loss on where or how to start. But before you figure out the practical stuff, you need to get your mindset up to speed with where you want to go. In this episode, I talk about the fears and diminishing beliefs that can thwart your progr...

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Learn how to incorporate AI to help you visualize positive outcomes for your business. Your success begins with your imagination, and when you focus on what you want, lean into positive outcomes, before you know it, magical things happen. And, you can use AI to help craft some very creative scenarios that you can deliberately think about and visualize to stay positive ...

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Let’s talk about how to use the right AI prompting to get specific marketing content. A process I use is to reverse engineer an end result—closing a new client—so you can develop the right kind of content for your inbound marketing campaigns.

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This episode is about starting a consulting or service-based business—especially if you’re riffed from a long-term corporate role—and how to not miss the most important part of designing your business versus just doing the same old same old but on your own.

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Kicking off season two in this episode which is dedicated to starting. I share more about my family members and how their entrepreneurial DNA got them to start their businesses and projects. Starting is a little appreciated segment of the creative process where we conjure something magical that will be the bridge to us making money, helping others, and doing work we lo...

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What a wonderful first season of My Solopreneur Life! I’ve had a blast but I’m just getting warmed up. In this episode I share my thanks and tease what will be the theme for season two: starting! We all need help there, for sure. You’re gonna love season two!

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How I am now using AI and leverage it in my solopreneur practice. It’s time we all get used to the idea that AI is here to stay, and lean into how it can help us work more efficiently as well as how we can pass along the savings to our clients.

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Being your natural self will become your secret weapon in the Age of AI. It will also allow you to further distinguish yourself in an ever-changing competitive marketplace, whether among other solopreneurs or small businesses attempting to capture your audience and clients. Today I’ll share how I’ve evolved my natural self, and how I (frankly) don’t give a d&!$m, S...

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Sales can be the biggest business challenge for solopreneurs. Although I've claimed I'm a reluctant marketer, I love sales. Never used to feel that way, but over the years, I've come to realize that sales is about relationships. If you care about helping others, sales should come easily for you. In this episode, I give you a quick and easy little tip that will make you...

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Being a solopreneur is a choice. A choice for freedom to create, do business the way you want versus how a "boss" or "employer" wants you to do it. I share a story about a pivotal conversation with my older brother that smacked down my insecurity and made me totally okay with my choice to be a solopreneur.

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As I grew in my business, I learned how to productize my offerings. There are two distinct product types that I talk about and how you can use them in your solopreneur business to earn more wallet share and keep great clients longer.

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I've always been a seeker of self-knowledge and self-improvement, wanting to understand why I was great at some things and not-so-great at others. In this episode, I talk about the many assessments I've done over the years but one in particular that really closed a gap in my struggles around marketing and that is Human Design. Listen to how I gained incredible insight ...

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