My Solopreneur Life
Terry Pappy
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About This Podcast
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.
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Recent Episodes
S4E409 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…
S4E408 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…
S4E407 MSL 407 - From isolated to energized! Building connection as a one-person business
In this episode of My Solopreneur Life, I share my own experience navigating years of working alone and what I’ve learned about creating connection on purpose. From building local networks and…
S4E406 MSL 406 - The identity shift every solopreneur must make to thrive long-term
When you leave corporate or step out on your own, something subtle but heavy shows up fast: you lose the identity that once defined you. You’re no longer “the director at X company” or “the marketing…
S4E405 MSL 405 - Why solopreneurs overdeliver and how it quietly destroys confidence and business
In this episode of My Solopreneur Life, I explore a pattern many solopreneurs fall into without realizing it: overdelivering as a form of self-protection. Drawing from early experiences after a…
S4E404 MSL 404 - You can’t fool your audience! Authenticity, AI, and the solopreneur trust gap
I explore why authenticity matters more than ever in an AI-driven business landscape. As solopreneurs adopt AI tools to save time and streamline marketing, it’s easy to create polished content that…
S4E403 MSL 403 - When your business infrastructure shakes: navigating personal crisis as a solopreneur
As a solopreneur, you aren’t just the CEO—you are the infrastructure of your business. But what happens when life hits hard and your personal reality feels like it’s taking your knees out? In this…
S4E402 MSL 402 - Three fears most solos never talk about when starting a service-based business
In this episode of My Solopreneur Life, I talk openly about the quiet fears and internal stories that surface when you’re thinking about going out on your own, whether you’re still employed or…
S4E401 MSL 401 - Intro to season 4: Diving deep into the unspoken side of solopreneur life
In the first episode of the season, I introduce the theme of the hidden realities of managing a solopreneur life by naming the unspoken internal experiences many solopreneurs carry alone. This…
S3E316 MSL 316 - Beyond sales: what solopreneurs don’t talk about (but should) Season 3 wrap + what’s next
Season 3 is a wrap, and the biggest takeaway is this: most sales struggles aren’t about tactics, they’re about belief systems. The stories we carry about selling (not wanting to feel pitchy,…
S3E315 MSL 315 - Five AI conversations that turn reluctant solopreneurs into confident closers (no tech skills needed)
Wrapping up the "turning fears into clients" season with five tactical AI conversations every solopreneur should be having but probably isn't. Learn how to use AI as your thinking partner (not a…
S3E314 MSL 314 - 6 ways to stop sounding like a sales bot and authentically connect with prospects
Sales conversations feel gross when you're trying to follow a script or sound “professional.” But here's the thing: your prospects can smell inauthenticity from a mile away. In this episode, I'm…
S3E313 MSL 313 - Follow up like you mean it: Turn prospects into clients and make your solopreneur brand stand out
This episode breaks down the tactical follow-up strategies that actually work, from post-call emails to creative relationship-building touches that show you're listening.
S3E312 MSL 312 - Five easy ways to turn your business website into a 24/7 sales rep
In this tactical episode, I shift from mindset to action and walk you through five concrete ways to transform your website into a high-performing sales tool that works while you sleep.
S3E311 MSL 311 - How curiosity can quiet your sales fears with Naveed Bhatti (part two)
In this episode, I continue my conversation with Naveed Bhatti about the inner game of selling as a solopreneur. We go deeper into the mindset, fears, and self-talk that can make sales feel…
S3E310 MSL 310 - Discover what’s missing in your sales conversations with Naveed Bhatti (part one)
In this episode, I have a very thoughtful conversation with my longtime friend and client Naveed Bhatti, who brings deep experience in sales and leadership coaching. We talk about what really happens…
S3E309 MSL 309 - Get to yes faster: 3 ways to remove friction from your solopreneur sales conversations
In this episode, I share the practical ways I’ve learned to smooth out that friction—both on my website and in the way I show up for a sales call. I walk you through exactly how I tweaked my booking…
S3E308 MSL 308 - Sales conversation tips that build trust and clarity with Darleen Priday (part two)
In part two of my conversation with Darleen Priday, we discuss practical steps and mindsets to make client sales calls feel supportive, genuine, and productive. From leading with vision statements to…
S3E307 MSL 307 - Transform your sales mindset and process: real strategies for solopreneurs with Darleen Priday (part one)
In part one of my two-part conversation with Darleen Priday, we talk about how you can shift your sales mindset and build genuine trust with potential clients even if you’ve always struggled to see…
S3E306 MSL 306 - Confident selling for introverts: three ways to turn awkward calls into authentic wins
In this episode of My Solopreneur Life, I'm walking you through three strategies that helped me go from dreading sales calls to confidently closing deals, and how you can do the same, even if you're…
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My Solopreneur Life has published 61 episodes since January 2025, covering topics in Business, Entrepreneurship.
My Solopreneur Life is currently highly active with new episodes weekly.
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