Season 3 Terry Pappy Season 3 Terry Pappy

MSL 311 - How curiosity can quiet your sales fears with Naveed Bhatti (part two)

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 before we ever meet. The result? Less confusion, less time wasted, and many more clients reaching out saying, “I’m ready! What’s next?”

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Season 3 Terry Pappy Season 3 Terry Pappy

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 when you leave corporate life, where the company’s name and sales team did the heavy lifting, and suddenly have to sell yourself.

Naveed shares how to shift from borrowing credibility from a company brand to owning your expertise as a solopreneur. We explore what genuine confidence looks like in a client conversation, why most people overthink selling, and how to replace “sales scripts” with curiosity and authentic dialogue.

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Season 3 Terry Pappy Season 3 Terry Pappy

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 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 before we ever meet. The result? Less confusion, less time wasted, and many more clients reaching out saying, “I’m ready! What’s next?”

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Season 3 Terry Pappy Season 3 Terry Pappy

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 organizing follow-ups with intention, you'll hear approaches that help you sell authentically without ever feeling pushy.

Whether clarifying your offer or booking the next step, prioritize clarity and generosity. Darleen and I break down exactly how to approach different personalities, adapt talking points, and always finish each conversation with an agreed-upon next step. You'll hear processes for tracking notes, sending written recaps, and providing helpful resources plus why focusing on long-term relationships matters most in any solopreneur business.

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Season 3 Terry Pappy Season 3 Terry Pappy

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 selling as natural. You’ll also catch a few actionable strategies and structures that transform sales from anxiety-inducing to authentically rewarding.

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MSL 306 - Confident selling for introverts: three ways to turn awkward calls into authentic wins

In this episode of My Solopreneur Life, I’ll walk you through three ways you can go from dreading sales calls to confidently closing deals, even if you're naturally introverted.

You'll discover how to reframe those uncomfortable cold calls into friendly conversations where you're genuinely helping people solve problems. I'll give you three scenarios every introvert faces in sales, plus the mindset shifts and practical steps that can make all the difference. Whether you’re reluctant to go to networking events because they’re draining, you struggle with self-promotion online, or you freeze up when it's time to ask for the sale, this episode gives you ways to sell authentically without changing who you are, a beautiful introvert with a lot to give.

What you'll learn:

  • Ideas on using AI tools to practice and warm up before sales calls

  • Reframes that reduce the concerns around having “commission breath” and general sales anxiety

  • Why being introverted is actually your secret weapon in sales conversations

  • Three scenarios with actionable scripts you can adapt to your personality

  • How to turn networking from draining to energizing

  • The mindset shift that makes self-promotion feel natural and helpful

If you've been avoiding sales because it feels pushy or fake, this episode will help you lean into your strengths as an introvert and build the business you want, one genuine conversation at a time.

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Season 3 Terry Pappy Season 3 Terry Pappy

MSL 305 - Stop overthinking sales: practical steps to prospect, decide, and move forward with Eric Shulman

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 can use right away.

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Season 3 Terry Pappy Season 3 Terry Pappy

MSL 304 - Why sales doesn’t have to feel salesy: building radical empathy with Eric Shulman

In this first part of a two-part conversation, I talk with sales trainer Eric Shulman to break down why selling for solopreneurs 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.

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Season 3 Terry Pappy Season 3 Terry Pappy

MSL 302 - How your financial mindset sabotages (or supercharges) your solopreneur sales so you can grow revenue faster

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, helping you show up confidently and attract the right business, not just chase it out of desperation.

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Season 3 Terry Pappy Season 3 Terry Pappy

MSL 301 - Why selling feels so hard when you ARE the business (and the three hidden challenges no one talks about)

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 by solopreneurs who never planned on “selling themselves.”

We dig into the three real reasons selling yourself feels so awkward: the “ick factor” (not wanting to sound salesy), the looming fear of rejection (because a “no” can feel oddly personal), and the chaos of having no actual process (hello, winging it). I share stories, hard-won lessons, and tactical prompts so you can start untangling your own story about sales—and maybe start to enjoy it. Trust me: you can learn to sell without feeling gross, and the result is more confidence…and more clients you love working with. What’s your story about selling yourself—and is it actually true? Maybe we should talk about it.

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Season 2 Terry Pappy Season 2 Terry Pappy

MSL 219 - Season 2 Finale: What Starting Really Takes Plus a Sneak Peek at Season 3

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 patterns led me to my Better Three model: better understanding, better communications, and better relationships. Guests like Pia Silva, Harry Travis, and Dale L. Roberts reminded me there is no single right way to begin.

I also preview Season 3, “Confident Selling for Solopreneurs,” where I will turn fears into clients with mindset shifts and practical, relationship-first tactics. To get ready, I invite you to review recent sales calls, practice with friendly listeners, gather feedback, clarify your tools and process, and track win rates so you enter Season 3 prepared to sell with confidence.

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MSL 218 - Membership Models, Pivots and Passion: A Solopreneur’s Playbook with Natalie Benamou

In this episode of My Solopreneur Life, I talk with Natalie Benamou, founder of HerCsuite®, 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 running a membership model, and how to scale without losing the personal touch. From choosing the right tech stack to aligning your offerings with client values, this conversation is packed with hard-won insights for solopreneurs ready to reinvent themselves and stay relevant.

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Season 2 Terry Pappy Season 2 Terry Pappy

MSL 217 - Surviving the Solopreneur Rollercoaster: Real Advice with Pia Silva (Part 2)

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 client relationships, gaining confidence, and why it’s crucial to set boundaries that protect both your business and your personal life. Pia also shares generous gifts—including a free audiobook and pricing calculator—for all listeners.

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Season 2 Terry Pappy Season 2 Terry Pappy

MSL 216 - How to Set Prices and Build a Profitable Solo Business with Pia Silva (Part 1)

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 business that lasts. Pia explains why incremental price increases, controlling your schedule, and dedicating time to work on your business—not just in it—are essential to long-term success. Whether you’re just starting or feeling stuck, Pia’s advice is actionable and inspiring.

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MSL 215 - From Corporate to Solopreneur: Building a Business on Authentic Relationships with Stevie Johns

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 been the foundation of her business.

Stevie opens up about the fears and uncertainties of going solo, including the financial risks and emotional ups and downs. She explains why she invested in support early on and how flexibility and learning from each client shaped her systems. Most importantly, Stevie offers direct advice for anyone launching a solo business:

  • Start today—take even small steps to move forward.

  • Make self-care a priority so you can show up fully for your business.

  • Focus on genuine relationships, not just selling.

  • Stay true to your values and be willing to adapt as you go.

If you’re thinking about starting your own business or are in your early years as a solopreneur, this episode is packed with honest insights and actionable advice from someone who’s right in the thick of it.

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Season 2 Terry Pappy Season 2 Terry Pappy

MSL 214 - From Radio to Content Marketing: Lessons for First-Time Solopreneurs with Penney Fox

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.

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