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 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...
In this first part of my two-part conversation with Pia Silva, author of “Badass Your Brand,” we dive into the practical foundations of building a sustainable solopreneur or small agency business. Pia shares how her simple, bold business model transformed my own career, and we discuss real-world strategies for pricing your services, building confidence, and creating a ...
In this episode, I catch up with Stevie Johns, founder of Inkwell Management. Stevie shares her personal story of leaving a corporate career to start her own boutique speaker management agency, and how she grew her roster from three to eighteen speakers in her very first year. We talk about the importance of building authentic, heart-driven relationships and how that’s...
In this episode, I sit down with Penney Fox, content marketing strategist and 26-year solopreneur veteran. Penney shares her journey from building websites after a long career in radio, to becoming an authority on content and marketing. We talk about the realities of starting your own business, dealing with self-doubt, and evolving your offerings over time.
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 ...
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...
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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