From Bracelets to Boardrooms:
Building a Law Firm with Heart
Featuring Libby Gray of Gray Ice Higdon Law Firm
What happens when a Deadhead entrepreneur becomes one of Louisville’s top attorneys and co-founds a powerhouse law firm in just one weekend?
Meet Libby Gray, co-founder and managing partner at Gray Ice Higdon. In this episode, host Christy Smallwood digs into Libby’s unconventional path from friendship bracelet slinger to federal court litigator, and how her firm is redefining law firm culture through inclusivity, intentional leadership, and business-savvy legal expertise.
Whether you’re navigating non-competes, scaling your business, or just trying to avoid costly legal pitfalls, Libby’s insights are pure gold. Discover how commercial law, intellectual property, and strategic contracts can make—or break—your business.
Learn how to protect your business, lead with integrity, and build something meaningful with your name on it.
Topics covered: • Starting a law firm from scratch • Legal essentials for entrepreneurs • Managing business partnerships • Preventing costly litigation • Building inclusive, values-based culture • Why every small biz needs an attorney (ASAP)
Rebranding with Purpose: How Maeve Chocolate is Reinventing the Industry—One Bar at a Time
Featuring Jean Thompson and Ellie Thompson of Maeve Chocolate
What happens when a former Microsoft exec buys a chocolate factory, reinvents the brand, and turns it into a movement? In this deliciously inspiring episode of Small Business Success Talk, host Christy Smallwood sits down with the powerhouse mother-daughter duo behind Maeve Chocolate (formerly Seattle Chocolate).
Founder Jean Thompson shares how she went from investor to CEO, tackling imposter syndrome, supply chain challenges, and brand transformation—while daughter Ellie brings in a fresh Gen Z perspective, helping the company transition to a more vibrant, purpose-driven brand.
They spill the cocoa beans on:
Reinventing a legacy brand while staying true to your mission
Why the cocoa industry is more complex than wine
Building a female-led, impact-driven chocolate business
How storytelling, sustainability, and bold packaging win over conscious consumers
Preparing the next generation for leadership (and legacy)
If you love chocolate, entrepreneurship, or stories of brand transformation with heart—this one’s for you.
🌎 Learn more about Maeve Chocolate: https://maevechocolate.com 🎧 Subscribe for more small business success stories!
Season 3: Ep 5 - Why Every Business Needs To Capture Its Origin Story
Featuring David Sermersheim of Audio Capture
What if your story was the one thing that could shape generations to come? In this heartwarming and powerful episode of Small Business Success Talk, Christy Smallwood sits down with David Sermersheim—corporate leader by day, founder of Celebrate Audio by passion—to uncover how storytelling is the most underutilized yet impactful tool in business today.
David shares how a personal voicemail at a wedding changed everything for him, leading to a calling to help families and businesses preserve their legacies through audio storytelling. From bringing corporate values to life to capturing once-in-a-lifetime wisdom from loved ones, this episode dives deep into how stories are more than memories—they’re the blueprint of success, connection, and legacy.
💡 Whether you’re a founder, team leader, or family business owner, this episode will move you—and might even make you cry (in a good way).
🔗 Learn more about Celebrate Audio: https://celebrateaudio.com/
📌 Subscribe for more inspiring interviews with leaders making waves in small business success.
Featuring Kathryn and Todd Ziegler of Iron Pirate Publishing
In this heartfelt and hilarious episode of Small Business Success Talk, Christy sits down with two of her favorite collaborators (and friends), Kathryn and Todd Ziegler—co-founders of Iron Pirate Publishing. From Broadway spotlights to a book born out of love for their daughter with autism, this duo blends creativity, resilience, and purpose into everything they touch.
Get ready for a deep dive into how Iron Pirate evolved from a single Kickstarter campaign into a full-blown publishing, production, and education company. They talk about making bold moves, learning to listen (even when it’s hard), and what true success feels like—peace, purpose, and meaningful connection.
You’ll laugh, you’ll tear up, and you’ll walk away inspired to finish that “thing” on your heart. Whether you’re a fellow creative, an entrepreneur, or somewhere in between—this one’s for you.
Meet Tiffany Epiphany, our first friend in The Spectrum Series™! The series features characters who celebrate their gifts, challenges, and accomplishments as children with autism. Tiffany is very lucky because she gets to see the world in a unique way. Through her adventures Tiffany shows her family and friends just how big and beautiful her world truly is.
You can meet Tiffany’s friend Solomon Sparks NOW! The Spectrum Series™ are books full of love with characters that celebrate the gifts, challenges, and achievements of children with autism.
Jess Pettitt joins Christy Smallwood on Small Business Success Talk to dive into the realities of running a speaking business, balancing purpose with profit, and navigating tough conversations. With her signature humor and deep insights, Jess shares how small business owners can create lasting change, build authentic workplace cultures, and align their values with real actions. They discuss the power of asking better questions, taking control of urgency, and staying true to your mission. Jess also talks about her new book, Almost Doing Good, and the unexpected viral moment that put her in the spotlight. This episode is packed with practical strategies and thought-provoking discussions to help entrepreneurs lead with impact and authenticity.
What if almost was the key to lasting change? In Almost Doing Good, Jess Pettitt brings her signature humor and no-nonsense approach to tackling the toughest workplace challenges. This isn’t your typical crisis-management guide—it’s a call to action for leaders ready to embrace disruption, rethink good intentions, and create real impact. With practical strategies and eye-opening case studies, Jess lays out a clear framework to prepare, recognize, and respond to obstacles before they become disasters. Ready to make progress, even when the path isn’t clear? Start with almost.
Project 2025 is a bold roadmap created by the Heritage Foundation, aiming to reshape government policy and priorities. But what does it really mean for our democracy, businesses, and daily lives? Jess Pettitt unpacks the contradictions, hidden agendas, and the long-game strategy behind this initiative. With her signature wit and sharp analysis, she highlights both the alarming risks and unexpected insights found in its 900+ pages. Through thoughtful discussion and real-world implications, Jess helps us move beyond fear and reaction into informed action. Dive into the conversation and stay engaged—because understanding is the first step toward change.
AI, Marketing, and Business Growth with Amy Torres
In this episode of Small Business Success Talk, Christy sits down with marketing expert and entrepreneur Amy Torres for a deep dive into AI, branding, and the evolving landscape of business growth. Amy, the powerhouse behind Director of Marketing Inc., shares how AI tools are revolutionizing decision-making, streamlining cash flow management, and creating new opportunities for small business owners.
They also discuss:
The impact of AI on marketing and business strategy
How to integrate AI without losing the human touch
Personal branding and the power of consistency The importance of short-form video and digital storytelling
Building a business that gives you the freedom to do what you love
Plus, Amy and Christy share their experiences navigating business pivots, rebranding, and the power of showing up authentically. If you’re a small business owner looking for practical insights, this episode is packed with wisdom, humor, and actionable strategies.
Director of Marketing Inc helps businesses enhance their brand presence and reach their target audience with expert marketing strategies. From Google Ads and website optimization to social media management, they provide the tools and support needed to elevate your marketing efforts and drive success.
After a short hiatus, Christy Smallwood returns with fresh insights for 2025! She shares the highs and lows of the past year—from major business shifts to personal challenges—and how she’s rebuilding with purpose.
In This Episode: ✔ Why the podcast took a break ✔ Lessons from unexpected setbacks ✔ Merging multiple businesses into one powerful brand ✔ Setting boundaries to create space for strategy ✔ How a phased approach fuels growth ✔ The content strategy keeping Christy top of mind
If you’re an entrepreneur navigating change, this episode is packed with real talk and practical strategies to help you move forward with confidence!
As mentioned in the episode, Christy Smallwood consolidated multiple businesses into a single, powerful brand. Although unifying different identities can be a challenge this transformation enhances efficiency, messaging, and market impact.
After a short hiatus, Christy Smallwood returns with fresh insights for 2025! She shares the highs and lows of the past year—from major business shifts to personal challenges—and how she’s rebuilding with purpose.
In This Episode: ✔ Why the podcast took a break ✔ Lessons from unexpected setbacks ✔ Merging multiple businesses into one powerful brand ✔ Setting boundaries to create space for strategy ✔ How a phased approach fuels growth ✔ The content strategy keeping Christy top of mind
If you’re an entrepreneur navigating change, this episode is packed with real talk and practical strategies to help you move forward with confidence!
As mentioned in the episode, Christy Smallwood consolidated multiple businesses into a single, powerful brand. Although unifying different identities can be a challenge this transformation enhances efficiency, messaging, and market impact.
Welcome to another episode of Christy’s Corner! Today, Christy dives into the dynamic world of Leadership and Ownership. Whether you’re leading a team or running your own business, the principles of effective decision-making, empowering others, and true leadership are crucial. Christy discusses the art of making choices that drive success, how true leaders inspire and empower their teams, and the important distinction that an owner is not always a great leader, but a leader needs to be a good one. She also shares practical tips to boost your team’s morale and productivity. Tune in to gain insights on transforming your approach to leadership and making a real impact in your business. Watch now and take your leadership skills to the next level!
Life can feel like a never-ending series of battles—but what if you could harness your challenges and transform them into strengths? Be Super by Christy Smallwood is your guide to stepping into your power, embracing resilience, and becoming the hero of your own story. Through actionable insights and empowering strategies, this book helps you make sense of life’s struggles and take control of your journey.
No capes required—just a commitment to unlocking your potential. Ready to rise? Read the book. Be Super.
Talking Tourism While On Location in Africa with Stella Mountain of Ntaba African Safaris
Welcome to another episode of Small Business Success Talk with Christy Small! In this exciting installment, Christy chats with Stella Mountain of Ntaba African Safaris while on location in beautiful South Africa. Christy and Stella discuss the ins and outs of preparing for a thrilling safari trip and share stories of group adventures that will leave you longing for your own African escapade. Plus, don’t miss Christy’s delightful reaction to encountering penguins in their natural habitat!