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
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 episode isn’t about tactics, hustle, or highlight reels, but about the mental and emotional load, the self-doubt, and the quiet questioning that can surface even when things appe...
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, desperate, or inauthentic) often block the success we want. In this finale, I share what I learned from the season, point you to key guest conversations worth revisiting, and land ...
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 robot) to clear mindset blocks, identify ideal prospects, research without stalking, process calls faster, and refine follow-ups that sound authentically you. No technical skil...
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 sharing six practical ways to show up as yourself during sales calls, from sharing honest struggles to ditching corporate jargon. These aren't tricks or tactics. They're permis...
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.
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.
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 uncomfortable and how to reframe those thoughts so you can sell with confidence and authenticity.
Naveed shar...
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 when you leave corporate life, where the company’s name and sales team did the heavy lifting, and suddenly have to sell yourself.
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 process, rewrote my website copy, and made sure every sales conversation had a simple, supportive plan behind it, so prospects feel informed and ready to work with me befor...
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 organizing follow-ups with intention, you'll hear approaches that help you sell authentically without ever feeling pushy.
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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 selling as natural. You’ll also catch a few actionable strategies and structures that transform sales from anxiety-inducing to authentically rewarding.
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 naturally introverted.
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In this second part of my conversation with sales trainer Eric Shulman, we get tactical. Eric lays out clear steps for solopreneurs who want to stop circling in indecision and actually build momentum in their sales. From reframing networking and prospecting to tackling “head trash” and learning to make quick decisions, this episode is packed with real strategies you ca...
In this episode of My Solopreneur Life, I sit down with sales trainer Eric Shulman to break down why selling isn’t about pressure or pushing—it’s about connection. Eric shares how to replace fear with curiosity, why “radical empathy” changes everything, and how to build instant trust without coming off like every other salesperson.
In this episode, I dive deep into one of the toughest challenges every solopreneur faces: overcoming the fear of rejection when approaching sales conversations. I unpack the six mindset shifts and tactical steps that have truly helped me transform every "no" into valuable feedback and greater confidence. From normalizing anxiety and learning to detach personal meaning ...
In this episode, I get real about why my financial mindset used to sabotage my sales and how I changed it. I share personal stories of fear and financial stress, how those anxieties bled into client conversations, and the turning point that let me sell with calm clarity. You'll hear actionable strategies for separating your financial reality from your selling energy, h...
Here’s the thing: nobody warns you how weird, and sometimes downright cringey, it feels when you try to sell your own services for the first time. If you’ve ever wondered why asking for business is so much harder when you’re the product, you’re not alone. In this episode, I open up about my own early sales stumbles, breakout moments, and the wild learning curve faced b...
In this Season 2 finale of My Solopreneur Life, I recap what “starting” really took for me and the breakthroughs I had along the way. I share why starting is not a one-time event but a choice I make at key moments, guided by intention, mindset, and the story I tell myself. I talk about how inquiry and qualitative research shaped my practice and how spotting client patt...
In this episode of My Solopreneur Life, host Terry Pappy talks with Natalie Benamou, founder of Her C-Suite, about launching and growing a purpose-driven business in the second half of life. Natalie shares her journey from corporate trade show executive to community builder for high-achieving women, including how COVID-19 forced a pivot, the challenges and lessons of r...
In the second part of my interview with Pia Silva, author of “Badass Your Brand,” we explore how solopreneurs can build businesses that truly last—even when things plateau or feel like a rollercoaster. Pia gives practical advice for sustaining growth, tackling dry spells and peaks, and freeing yourself from the need for “perfect” monthly income. We talk honesty in clie...
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