Guest: Clay Spitz

Last week marked the conclusion of our three-part series featuring Clay Spitz, recently retired Chief Operating Officer and Managing Partner at Chief Outsiders. Over my nine years with the firm, I've had the privilege of watching Clay in action – he's always been a class act, the kind of leader who earns trust naturally. Clay's perspective is particularly valuable because he is willing to share triumphs and setbacks with equal candor. In our final conversation, he opened up about the art of building authentic business relationships, offering insights from years of walking the talk. Our series should end with Clay's thoughts on playing the long game in business development – a philosophy defining his remarkable career.
About Clay Spitz:
Clay Spitz started his career in a family service business, eventually sold into an industry rollup. He has considerable experience as a marketing, sales and operating executive in companies ranging from midsize privately held to Fortune 1,000 corporations. Spitz has been a senior executive at Terminix International, TeleCheck International and Olshan Foundation Solutions and has owned his own business. Clay joined Chief Outsiders in 2010 as one of the very early members of the firm, and rose to Managing Partner and then COO.  He is now forming Wise Path Advisory to help other executives achieve their highest potential through coaching, advisory and board service.
Links from this episode:
Clay Spitz on LinkedIn
Deborah Fell on LinkedIn
Chief Outsiders

At this conclusion of our three-part conversation, we join Clay Spitz and Deborah Fell as they reflect on Clay's remarkable journey with Chief Outsiders and his transition into the next chapter of his career. What begins as a discussion about business lessons learned evolves into a heartfelt exploration of wisdom gained, relationships built, and the lasting impact one leader can have on an organization's culture.
Clay is embarking on a new phase focused on helping others reach their peak performance rather than stepping into traditional retirement. His candid insights about business development, trust-building, and the importance of continuous learning reveal why he's been such a transformative force at Chief Outsiders. The conversation captures the excitement of new beginnings and the bittersweetness of change as Clay prepares to shift from his role while remaining connected to the company he helped shape.
This final segment offers a masterclass in authentic leadership, the power of genuine relationships, and the art of graceful transition. Through their natural rapport and thoughtful exchange, Clay and Deborah demonstrate the principles of trust and communication they discuss, making this farewell conversation instructive and deeply moving.
About Clay Spitz:
Clay Spitz started his career in a family service business which was eventually sold into an industry rollup. He has considerable experience as a marketing, sales and operating executive in companies ranging from midsize privately held to Fortune 1,000 corporations. Spitz has been a senior executive at Terminix International, TeleCheck International and Olshan Foundation Solutions and has owned his own business. Clay joined Chief Outsiders in 2010 as one of the very early members of the firm, and rose to Managing Partner and then COO.  He is now forming Wise Path Advisory to help other executives achieve their highest potential through coaching, advisory and board service.
Links from this episode:
Clay Spitz on LinkedIn
Deborah Fell on LinkedIn
Chief Outsiders

This is a quarterly recap of our top episodes. You'll hear some of the highlights from several guests. From Bob Rhoda, CEO of Hemisonics, a medical device technology company, to Colleen Vassalette, CEO of landscape design firm Intrigue Design, Ryan P. Clark, co-founder and CEO of staffing and recruitment firm PeopleShare, and Will Bowie, founder and CEO of Empower Construction, a utility construction firm in greater Philadelphia, just to name a few.
Will's mother summed up what made every episode this quarter a compounding message of the power of being intentional. She inspired Will and his brother to be intentional about being the best at whatever they did, whomever they became. And Will showed up just like all the other guests this quarter with capability, confidence, and purpose. Take a listen to some of the highlights.
 
The full list is here.
 

This episode delves into the critical career decisions that shaped these business leaders' paths.
Clay candidly shares his experience of leaving Telecheck after 9/11 and buying a business - a decision he calls his "biggest failure" and "most costly mistake." He opens up about the financial devastation and valuable lessons learned from this setback.
Deborah reflects on her bold move to leave Marriott International despite having "the best job, the best people, the best colleagues." She discusses the challenges and rewards of expanding her capabilities beyond corporate roles.
As our discussion unfolds, Clay and Deborah offer honest insights into navigating business disruptions, dealing with failure, and the unexpected turns that led them to their current success at Chief Outsiders.
About Clay Spitz:
Clay Spitz started his career in a family service business which was eventually sold into an industry rollup. He has considerable experience as a marketing, sales and operating executive in companies ranging from midsize privately held to Fortune 1,000 corporations. Spitz has been a senior executive at Terminix International, TeleCheck International and Olshan Foundation Solutions and has owned a business. Clay joined Chief Outsiders in 2010 as one of the very early members of the firm, and rose to Managing Partner and then COO.  He is now forming Wise Path Advisory to help other executives achieve their highest potential through coaching, advisory and board service.
Links from this episode:
Clay Spitz on LinkedIn
Deborah Fell on LinkedIn
Chief Outsiders

In this second part of our interview with Clay Spitz, we reminisce about the pivotal moments that shaped his career. Clay shares a crucial lesson about embracing new opportunities, even when they seem unfamiliar or challenging. We'll explore how this mindset led to his unexpected transition from operations to marketing at Terminix, completely transforming his professional trajectory.
Clay also offers valuable insights on corporate culture, customer retention strategies, and navigating both successes and failures in business. His candid reflections provide a wealth of wisdom for CEOs at any stage of their journey.
Join us as we continue to uncover the story behind Clay Spitz's remarkable career and the lessons that can help shape your own path to success.
About Clay Spitz:
Clay Spitz started his career in a family service business which was eventually sold into an industry rollup. He has considerable experience as a marketing, sales and operating executive in companies ranging from midsize privately held to Fortune 1,000 corporations. Spitz has been a senior executive at Terminix International, TeleCheck International and Olshan Foundation Solutions and has owned a business. Clay joined Chief Outsiders in 2010 as one of the very early members of the firm, and rose to Managing Partner and then COO.  He is now forming Wise Path Advisory to help other executives achieve their highest potential through coaching, advisory and board service.
Links from this episode:
Clay Spitz on LinkedIn
Deborah Fell on LinkedIn
Chief Outsiders

Last week, we had the pleasure of hosting Clay Spitz, Chief Operating Officer and Managing Partner for Chief Outsiders. Clay's been with the company for nearly 15 years, playing a crucial role in shaping its culture and success. Today, I want to reflect on a key takeaway from our conversation with Clay - the importance of being upfront.
Clay's approach to leadership and communication left a lasting impression on me. His words, 'Always be upfront,' resonate deeply, especially in the business world where transparency can be a rare commodity. Clay's journey from growing up in a family pest control business to becoming a pivotal figure at Chief Outsiders is a testament to the power of honesty and directness in building strong, lasting relationships.
Let's listen to a clip from our conversation, where Clay shares some valuable insights from his experiences
Listen to his full episode here.
About Clay Spitz:
Clay Spitz started his career in a family service business which was eventually sold into an industry rollup. He has considerable experience as a marketing, sales and operating executive in companies ranging from midsize privately held to Fortune 1,000 corporations. Spitz has been a senior executive at Terminix International, TeleCheck International and Olshan Foundation Solutions and has owned his own business. Clay joined Chief Outsiders in 2010 as one of the very early members of the firm, and rose to Managing Partner and then COO.  He is now forming Wise Path Advisory to help other executives achieve their highest potential through coaching, advisory and board service.
Links from this episode:
Clay Spitz on LinkedIn
Deborah Fell on LinkedIn
Chief Outsiders

Clay Spitz's journey from his family's pest control business to merging multi-million dollar companies offers a unique perspective on leadership. In this episode, Clay shares how he turned a struggling branch into a success, only to find himself navigating the complexities of corporate acquisitions. His experience integrating 100 companies in just two years provides invaluable insights into the challenges of merging diverse business cultures. Clay's straightforward account of the mistakes made and lessons learned during major transitions will resonate with leaders at any stage of their careers. Join us as we explore the human side of M&As and discover why exterminating distrust is as crucial in the boardroom as it is in pest control.
About Clay Spitz:
Clay Spitz started his career in a family service business which was eventually sold into an industry rollup. He has considerable experience as a marketing, sales and operating executive in companies ranging from midsize privately held to Fortune 1,000 corporations. Spitz has been a senior executive at Terminix International, TeleCheck International and Olshan Foundation Solutions and has owned his own business. Clay joined Chief Outsiders in 2010 as one of the very early members of the firm, and rose to Managing Partner and then COO.  He is now forming Wise Path Advisory to help other executives achieve their highest potential through coaching, advisory and board service.
Links from this episode:
Clay Spitz on LinkedIn
Deborah Fell on LinkedIn
Chief Outsiders