On The Entrepreneur's Journey

About On The Entrepreneur's Journey

Welcome to The Entrepreneur's Journey hosted by Peter Santry! On the Entrepreneur's Journey features candid conversations with founders and business owners navigating growth, succession, and exit readiness. Host Peter Santry of Fox Run Advisors draws on more than 40 years of Wall Street and mid-market operating experience to guide each discussion. Every episode surfaces the real problems behind scaling a business, not the theory. Built for founders ready to think honestly about what comes next.

Publisher

Peter Santry

Category

business

Language

en

Explicit

No

First episode

13 Aug 2025

Latest episode

21 Oct 2026

Latest episodes

52 episodes in the feed.

1. 

   21 Oct 2026

   S02E05 Navigating Business Exits with Personal Touch | Dan Thrasher

   In this conversation, Peter Santry interviews Dan Thrasher, CEO of Thrasher Foundation Repair, discussing the evolution of the family business from its humble beginnings to a significant player in the home services industry. Dan shares insights on growing up in a family business, the decision to return after a corporate career, the transition to manufacturing and consulting, and navigating the challenges posed by private equity in the market. The discussion highlights the importance of customer care, adaptability, and strategic growth in a changing landscape. In this conversation, Dan discusses the complexities of managing a growing business, particularly in the context of integrating multiple entities and maintaining a strong company culture. He emphasizes the importance of personal relationships in business exits, the need for employee-centric growth strategies, and the challenges of family dynamics in leadership. Dan also shares his vision for the future of Thrasher, focusing on innovation, customer experience, and preserving a family-like culture as the organization expands. Takeaways: Dan Thrasher's family business started in 1975 with a focus on customer care. Growing up in a family business created a blended personal and professional life. Dan returned to the family business after a corporate career, driven by passion. The transition from a home service business to manufacturing was an evolution. Private equity began transforming the home services industry around 2015-16. Thrasher Foundation Repair chose to compete against private equity rather than sell. The Tugboat Institute provided insights on long-term business strategies. Strategic acquisitions were made to grow the business while maintaining control. The importance of aligning incentives with contractors was emphasized. Thrasher grew from one location to about thirty in ten years. Business owners care deeply about their legacy and employees. Creative deal structures can ease the transition for retiring owners. Maintaining customer relationships is crucial during business transitions. Long-term relationships with employees foster trust and loyalty. Managing multiple businesses requires a structured approach. Employee-centric growth strategies can enhance organizational culture. Family dynamics can positively influence business leadership. Empowering employees leads to a more self-managing organization. Innovation in services is key to staying competitive. Balancing growth with a family-like culture is a challenging but essential goal. Connect with Thrasher via https://www.linkedin.com/in/dan-thrasher-b9580628/ I hope you enjoy this episode! If you found value in this conversation, please like, share, and subscribe so you never miss an episode. - Peter and the On the Entrepreneur's Journey podcast team Peter’s LinkedIn: https://www.linkedin.com/in/peter-santry Website: https://foxrunadvisors.com/ Listen on: Spotify: https://open.spotify.com/show/2CzL4agxtXPMNIheYRLm7x Apple Podcasts: https://podcasts.apple.com/us/podcast/on-the-entrepreneurs-journey/id1832946868 Amazon Podcasts: https://music.amazon.com/podcasts/3afa863e-f5af-4edb-8afb-fa0523c04f0f #entrepreneurship #businessgrowth #successionplanning #exitstrategy #midmarketbusiness #founderjourney #businessadvisory #growthstrategy #businessowners #leadership #scalingabusiness #privateequity #businesstransition #operationalexcellence On the Entrepreneur's Journey is hosted by Peter Santry, founder of Fox Run Advisors, who brings more than 40 years of experience spanning Wall Street and mid-market business operations to every conversation. Each episode features candid discussions with founders and business owners working through the real challenges of growth: owner dependency, succession planning, exit readiness, and the operational plateaus that come with scaling a company. The podcast is built for founders and business owners who feel the weight of running a company that still depends too heavily on them, or who are starting to think seriously about what comes next, whether that means preparing for a sale, planning a succession, or simply building a business that can run without them. Peter draws on decades of operating experience rather than consulting theory, which shapes the tone of every conversation toward practical insight over abstract frameworks. Listeners come away with a clearer sense of the problems worth naming in their own business, and a model for the kind of honest, peer-level conversation that surfaces them. Keywords: entrepreneur journey, business growth, mid-market business, exit planning, succession planning, owner dependency, business operator, founder advice, business advisory, growth plateau, business exit strategy, leadership development, small business owners, scaling a business, business strategy, operational excellence, business transition, family business succession, business valuation, growth stage companies, entrepreneurship podcast, strategic advisory

2. 

   14 Oct 2026

   S02E04 Navigating the Retail Landscape: Off-Price vs. Resale | Nancy Mair

   In this episode of On the Entrepreneur’s Journey, host Peter Santry interviews Nancy Mair, a seasoned retail leader transitioning from corporate roles to entrepreneurship as a franchisee of Uptown Cheapskate. Nancy shares her insights on the differences between off-price and resale retail models, the importance of mentorship, and the value of human interaction in a technology-driven world. She discusses her strategic choice to join Uptown Cheapskate, her plans for expansion, and the lessons learned from her extensive career in retail. Takeaways: Nancy Mair transitioned from corporate retail to entrepreneurship. She aims to create her own culture in her new business. Off-price retail involves selling excess inventory at discounted prices. Resale retail focuses on selling items from the community’s closets. Mentorship is crucial for career growth and development. Asking for what you want is essential in business. Human interaction remains vital in retail despite the rise of AI. Nancy plans to expand her Uptown Cheapskate franchise beyond one store. Understanding customer needs is key to successful retail. Creating a positive buying experience is important for customer retention. Connect with Nancy: https://www.linkedin.com/in/nancymair/ I hope you enjoy this episode! If you found value in this conversation, please like, share, and subscribe so you never miss an episode. - Peter and the On the Entrepreneur's Journey podcast team Peter’s LinkedIn: https://www.linkedin.com/in/peter-santry Website: https://foxrunadvisors.com/ Listen on: Spotify: https://open.spotify.com/show/2CzL4agxtXPMNIheYRLm7x Apple Podcasts: https://podcasts.apple.com/us/podcast/on-the-entrepreneurs-journey/id1832946868 Amazon Podcasts: https://music.amazon.com/podcasts/3afa863e-f5af-4edb-8afb-fa0523c04f0f #entrepreneurship #businessgrowth #successionplanning #exitstrategy #midmarketbusiness #founderjourney #businessadvisory #growthstrategy #businessowners #leadership #scalingabusiness #privateequity #businesstransition #operationalexcellence On the Entrepreneur's Journey is hosted by Peter Santry, founder of Fox Run Advisors, who brings more than 40 years of experience spanning Wall Street and mid-market business operations to every conversation. Each episode features candid discussions with founders and business owners working through the real challenges of growth: owner dependency, succession planning, exit readiness, and the operational plateaus that come with scaling a company. The podcast is built for founders and business owners who feel the weight of running a company that still depends too heavily on them, or who are starting to think seriously about what comes next, whether that means preparing for a sale, planning a succession, or simply building a business that can run without them. Peter draws on decades of operating experience rather than consulting theory, which shapes the tone of every conversation toward practical insight over abstract frameworks. Listeners come away with a clearer sense of the problems worth naming in their own business, and a model for the kind of honest, peer-level conversation that surfaces them. Keywords: entrepreneur journey, business growth, mid-market business, exit planning, succession planning, owner dependency, business operator, founder advice, business advisory, growth plateau, business exit strategy, leadership development, small business owners, scaling a business, business strategy, operational excellence, business transition, family business succession, business valuation, growth stage companies, entrepreneurship podcast, strategic advisory

3. 

   7 Oct 2026

   S02E03 From One Plane to the Future of Flight | Jason Clark

   In this episode of On the Entrepreneur’s Journey, host Peter Santry interviews Jason Clark, who shares his journey from becoming a 19-year-old pilot with a $15,000 high-interest line of credit to building a vertically integrated aviation platform. Jason discusses the creation of Flight Academy, the development of flight financing, navigating difficult business partnerships, and launching Wasatch Aero, his aircraft manufacturing venture. He explains how each business was built to solve a bottleneck in the previous one, highlighting the importance of staying within your means, reinvesting relentlessly, and creating solutions that deliver real value. Jason also shares his vision for the future of aviation and how new aircraft technology could transform flight training and travel. Takeaways Jason’s journey began at 19 with a $15,000 line of credit and upfront intro-flight revenue to purchase his first airplane. The early business model focused on flight instruction, controlling operating costs, and generating enough flight hours to service the debt. Reinvesting nearly everything and keeping personal compensation low helped Jason build a larger aviation platform. When student financing was unavailable in his market, Jason created Flight Financial Services and built a $10 million loan portfolio. Having an in-house financing solution became a competitive advantage and helped attract major partners, including SkyWest Airlines. Flight Academy grew to more than 60 aircraft, approximately 108 to 110 employees, and around 75 flight instructors. Jason discusses the challenges of dealing with two problematic equity partners and the impact those situations had on fundraising and restructuring. Resolving the partnership issues allowed Jason to restructure the business and move forward with renewed focus. Wasatch Aero was created after Jason identified shortcomings in existing flight training aircraft around maintenance, uptime, support, and flight school operations. The new turboprop training aircraft is designed for easier maintenance, faster turnaround, enhanced safety, and more valuable turbine experience for students. Jason’s long-term vision includes expanding from training aircraft into personal-ownership aircraft and eventually simplified-control and EVTOL-style vehicles. His broader vision for aviation is to reduce dependence on roads and create new possibilities for how people travel. Connect with Jason via https://www.linkedin.com/in/jasonfltacademy/ I hope you enjoy this episode! If you found value in this conversation, please like, share, and subscribe so you never miss an episode. - Peter and the On the Entrepreneur's Journey podcast team Peter’s LinkedIn: https://www.linkedin.com/in/peter-santry Website: https://foxrunadvisors.com/ Listen on: Spotify: https://open.spotify.com/show/2CzL4agxtXPMNIheYRLm7x Apple Podcasts: https://podcasts.apple.com/us/podcast/on-the-entrepreneurs-journey/id1832946868 Amazon Podcasts: https://music.amazon.com/podcasts/3afa863e-f5af-4edb-8afb-fa0523c04f0f #entrepreneurship #businessgrowth #successionplanning #exitstrategy #midmarketbusiness #founderjourney #businessadvisory #growthstrategy #businessowners #leadership #scalingabusiness #privateequity #businesstransition #operationalexcellence On the Entrepreneur's Journey is hosted by Peter Santry, founder of Fox Run Advisors, who brings more than 40 years of experience spanning Wall Street and mid-market business operations to every conversation. Each episode features candid discussions with founders and business owners working through the real challenges of growth: owner dependency, succession planning, exit readiness, and the operational plateaus that come with scaling a company. The podcast is built for founders and business owners who feel the weight of running a company that still depends too heavily on them, or who are starting to think seriously about what comes next, whether that means preparing for a sale, planning a succession, or simply building a business that can run without them. Peter draws on decades of operating experience rather than consulting theory, which shapes the tone of every conversation toward practical insight over abstract frameworks. Listeners come away with a clearer sense of the problems worth naming in their own business, and a model for the kind of honest, peer-level conversation that surfaces them. Keywords: entrepreneur journey, business growth, mid-market business, exit planning, succession planning, owner dependency, business operator, founder advice, business advisory, growth plateau, business exit strategy, leadership development, small business owners, scaling a business, business strategy, operational excellence, business transition, family business succession, business valuation, growth stage companies, entrepreneurship podcast, strategic advisory

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Apple Podcasts (US)

5.0 / 5

7 ratings

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