Welcome to the Small Business, Big Deal Podcast, where entrepreneurs from all walks of life deconstruct their businesses, sharing the journey of how they built their success, piece by piece. Our mission is to inspire and empower budding entrepreneurs to turn their dreams into thriving businesses. Each week, we spotlight the brightest minds in entrepreneurship, both current and future stars, offering invaluable insights and lessons learned. Hosted by Tracy Jepson, a seasoned Small Business…
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This week on Small Business Big Deal , Tracy sits down with Elliott Orsillo , co-founder of Season Investments , to explore what it really means to build a business rooted in integrity, curiosity, and long-term thinking. Elliott's journey from engineering at Stanford to leading a wealth management firm is filled with valuable lessons about resilience, partnership, and trust. He shares how a…
What happens when a late-night conversation about polos turns into a thriving golf apparel brand? In this episode of Small Business, Big Deal , Tracy sits down with Katy Winters , co-founder of 35x70 Golf Co. , a Kansas-born company that's redefining golf style with a Midwestern twist. Katy shares the inspiring story of leaving a stable corporate career at Koch Industries to pursue…
Most entrepreneurs can rattle off their revenue goals or marketing plan without hesitation. But ask them what they stand for — what they refuse to compromise on — and the silence is deafening. In this solo episode of Small Business Big Deal , Tracy pulls back the curtain on the one thing that makes or breaks your business: your values. Far from being fluffy buzzwords, your values shape who you…
From Dog Training to Franchising: How Passion Turned into 24 Locations with Ryan Wimpey In this episode of Small Business Big Deal , I sit down with Ryan Wimpey, founder of Tip Top K9 Dog Training , to talk about how one stubborn rescue pup led him down the path of building one of the fastest-growing dog training franchises in the U.S. Ryan shares how he went from training dogs behind a…
In this conversation, Tracy Jepson and Jac White explore the realities of entrepreneurship, particularly for women. They discuss the challenges of starting a business, the importance of sales strategies, and the need for flexibility in client relationships. Jac shares her insights on overcoming sales anxiety, understanding financial needs, and the significance of building relationships for sales…
In this episode of the Small Business Big Deal podcast, host Tracy Jepson interviews Roxanne Alford, the founder of Short Stuff , a sustainable children's clothing brand inspired by her experiences as a new mom. Roxanne shares her journey from working in IT sales to launching her own brand, driven by a desire for gender-neutral clothing and educational products for children. The conversation…
When your identity is tied to a title and that title gets stripped away, what's left? In this episode, Tracy sits down with Jeremy Capo—a respected collegiate athletics administrator turned business development executive and all-around motivational force. From navigating career upheaval during the pandemic to finding his footing through faith, fitness, and a relentless commitment to showing up,…
In this conversation, Tracy Jepson interviews Sabrina, the founder of Golf Angels, a brand aimed at making golf more accessible and relatable for women. They discuss the inspiration behind the brand, the challenges of starting a business, the importance of self-care, and how Golf Angels aims to break traditional norms in the golf industry. Sabrina shares her journey as an entrepreneur, the support…
💡 Episode Summary: What happens when you realize success isn't just about the numbers, the status, or the accolades? In this episode, I sit down with Sydney Ryker, an entrepreneur, speaker, and mentor who took the leap from high-performing network marketer and business owner to a journey of deep self-discovery. Sydney shares her incredible story—how she started her entrepreneurial journey with…
Jess Freeman , the owner of Jess Creatives, specializes in high impact websites and SEO for business owners. She helps them improve their branding, websites, and SEO to generate more leads and traffic. Jess explains that she was drawn to SEO because she saw many business owners struggling with social media and not getting results from their websites. She combines her creative and analytical skills…
