IT CEO Jason Esch on Technology, Leading with Purpose and Focusing on Family

What if the key to getting technology right has less to do with the software and more to do with how you lead the people behind it? Technology is often viewed as a tool, but for Jason Esch, it's a vehicle for solving meaningful business challenges and creating lasting impact. Greg Weimer sits down with Jason, entrepreneur, technology executive, and owner of TeamLogic IT Pittsburgh, to discuss his unconventional path into the technology industry, why he considers himself a business leader first and a technologist second, and how empathy has become a defining force in both his professional and personal life. Together, they explore how strong relationships, purpose-driven leadership, and a commitment to serving others can transform both organizations and communities. Jason shares practical insights on cybersecurity and artificial intelligence, while reflecting on the leadership principles that guide his work, his passion for developing future leaders, and the lessons he's learned through family, entrepreneurship, and service. Their conversation is a reminder that legacy isn't defined by titles or technology—it's built through the lives we impact every day. CHAPTERS 00:56 Welcome to Living Your Legacy 01:27 Meet Jason Esch 02:07 Business Leader First, Technologist Second 06:14 Making Technology Purpose-Driven 07:20 Cybersecurity and AI: Where to Start 08:03 Passwords, Vaults, and Two-Factor 08:52 Using AI Without Giving Away Your Data 11:00 The Consultant Approach to IT 12:49 Core Values as a Differentiator 14:38 Leading With Empathy 16:42 Leadership Washington County 17:40 Investing in Your Network 19:11 Vulnerability and Authentic Leadership 20:22 Legacy Is Built While You're Alive 22:05 Three Lessons for the Next Generation 26:03 Family, Balance, and Priorities 26:42 What His Son Has Taught Him 30:02 The Title He's Most Proud Of ABOUT THE GUEST Jason Esch is an entrepreneur and technology executive, and the President and Owner of TeamLogic IT in Pittsburgh. He describes himself as a business leader first and a technologist second, helping organizations solve real business challenges through technology, cybersecurity, and the responsible use of AI. Deeply involved in Leadership Washington County, he is passionate about developing the next generation of leaders. ABOUT THE SHOW Living Your Legacy is a podcast hosted by Greg Weimer, founder and CEO of Confluence Financial Partners, where leaders, athletes, and changemakers share their stories of purpose, resilience, and impact. Learn more: https://www.confluencefp.com/podcast-... #JasonEsch #LivingYourLegacy #GregWeimer #ConfluenceFinancialPartners #Leadership #Entrepreneurship #TechnologyInnovation