IT CEO Jason Esch on Technology, Leading with Purpose and Focusing on Family
JULY 22, 2026What 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?
“A lot of people think legacy is what you leave behind. For me, it's more about how do I live that every day”
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, an 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.
In this episode, gain insights on:
- Business goals before software: why the best technology solutions start with the problem you're solving, not the tool
- Empathy as a business advantage: how leading with empathy builds stronger client relationships and healthier organizational cultures
- Inspire, don't control: why real leadership is about motivating and inspiring people rather than managing them
- Values as a differentiator: the role strong core values play in building a business that stands apart
- Cybersecurity you can act on: practical habits every individual and business should adopt, from password vaults to two-factor
- authentication
- Using AI responsibly: how to embrace artificial intelligence while protecting sensitive information
- Relationships are the strategy: why investing in networking and relationships is critical for the next generation of leaders
- Leading with authenticity: why vulnerability and honesty make leaders more effective, not less
- Three lessons for the next generation: empathy over ego, inspiration over control, and diversity of thought
- What legacy is really built on: how family, purpose, and everyday choices shape a meaningful legacy
Greg Weimer
Chief Executive Officer, Chairman — Confluence Financial Partners
Greg is passionate about helping individuals and families maximize their lives and legacies. His journey began in 1986 as a financial advisor, and he went on to join American Funds Distributors in 1993, where he became senior vice president and served on the Board of Directors.
Greg attended the University of Pittsburgh, where he earned a business degree with a concentration in computer science and mathematics. He serves on the Board of Directors of UPMC Children’s Hospital of Pittsburgh, is Vice Chair of the Children’s Hospital of Pittsburgh Foundation, and is a Knight of the Order of Malta.
He was named Italian Man of the Year by the Pittsburgh Italian Scholarship Fund in 2024 and received the Community Caritas Award from Catholic Charities of the Diocese of Pittsburgh in 2025.
