What if you could build a business designed to become a legacy?

In this episode, we’re joined by Lisa Linkowsky, founder of Milestone Franchising, who helps entrepreneurs navigate the franchise landscape and choose businesses built for long-term success.

We explore:
• How proven systems and brand equity create longevity and stability
• Why franchising removes the risk of “reinventing the wheel” for every generation
• Real examples of family-owned franchisees who have thrived for decades
• What future-focused franchising really looks like for new and seasoned entrepreneurs

If you’re curious about building something that lasts, or wondering whether a franchise could be your next move, this episode is packed with clarity, inspiration, and grounded advice.

Connect with Lisa Linkowsky
[email protected] 

https://www.linkedin.com/in/lisalinkowsky/

AI isn’t just a tool; it’s becoming a strategic partner in how businesses think, operate, and scale. In this episode, we’re joined by Steve Ferman, Scaling Up Coach & AI Strategist, to explore the rise of the Chief AI Officer (CAIO) and how this new role is reshaping the modern leadership team.

We dive into how AI can act as a thought partner in your daily work, what AI-driven tools and products leaders should be paying attention to, and why bringing on a CAIO can accelerate innovation, streamline operations, and unlock new growth opportunities.

If you’ve been wondering how to leverage AI more effectively in your organization, or what it really looks like to implement AI at a strategic level, this episode is a must-listen.

Steve Ferman's LinkedIn and email: https://www.linkedin.com/in/steveferman/

[email protected]

What does it take to build a business that stands the test of time? In this episode, we’re joined by Keith Kreizel from Zipperstop, a family-owned manufacturing and wholesale business that’s been thriving since 1941. Keith shares what it’s like to run a long-standing company, the importance of passion in your work, and how building strong relationships with employees, customers, and vendors creates a foundation for generational success.

Tune in for an inspiring conversation about leadership, legacy, and the values that help businesses last for decades.

Learn more about Zipperstop: https://www.zipperstop.com/

Change is inevitable, but leading through it takes skill, strategy, and resilience. In this episode, we’re joined by Katerina Crews, Merger and Acquisition Consultant, C-suite extraordinaire, and strategic growth expert. Together, we explore what it takes to lead through uncertainty, navigate complex M&A deals, and build strong, adaptable organizations from the top down.

Whether you’re an executive facing change or an entrepreneur preparing for growth, this conversation offers valuable insights on leadership, transformation, and thriving through transition.

Finances don’t have to be overwhelming, and you don’t have to manage them alone. In this episode, we’re joined by Cynthia Smith, Founder of Shynvi, to talk about transforming financial chaos into clear strategy. Cynthia shares her expertise on what a Fractional CFO can do for your business, best practices for managing finances, and practical advice for small to medium-sized businesses looking to scale with confidence.

Connect with Cynthia:
📧 [email protected]
📞 312-893-9979
🌐 www.shynvi.com

Think networking is awkward or overwhelming? It doesn’t have to be. In this episode, we’re joined by Esther Deutch, a super-connector who has built an immense and thriving network. Esther shares practical recommendations on how to grow your own network, key things to keep in mind, and why you don’t need to be a natural extrovert to become an amazing networker.

Plus, Esther highlights two powerful opportunities to connect:
🌅 Sunset Connect (Florida in-person networking event)
🌐 In This Together Roundtable (virtual networking event)

Tune in for a fun and inspiring conversation that will change the way you think about networking.

Have you ever found yourself stepping into leadership by chance rather than by choice? That’s exactly the story of our guest, Chris Lambert from Moon Publishing Company. In this episode, Chris shares what it’s like to stumble into entrepreneurship, the lessons he’s learned navigating leadership, and the unique challenges of working in a creative market. Join us for a fun, insightful conversation filled with real-world takeaways and stories that every accidental (or intentional) entrepreneur can relate to.

The Founder's Roadmap is officially launching next week!