Founders' Forum What Smart Entrepreneurs Do in Uncertain Times with Kerry Benson
Uncertainty is everywhere—but what if it’s actually an opportunity? In this episode of Founders Forum, recorded in July 2025, Marc Bernstein sits down with Kerry Benson, alongside guest co-host Karla Trotman, to unpack how leaders can navigate constant change with clarity and confidence.
Kerry, President & CEO of Big Edge Advisors, shares his journey from humble beginnings in Queens to becoming a trusted advisor to executives and boards. With over 35 years of experience in technology, finance, and leadership, he offers a grounded perspective on thriving through disruption—without losing sight of what truly matters.
Together, they explore how today’s uncertainty—driven by global shifts, AI, and economic changes—differs from the past, and what leaders can do to stay steady in the chaos.
Key Takeaways:
- Why uncertainty feels more intense today
- The power of having a constant anchor
- How early hustle shaped Kerry’s path
- Lessons from scaling and transformation
- The “Seeds and Seasons” life framework
- Why people-first leadership matters
About Kerry Benson:
Kerry is a seasoned technology executive, business advisor, private investor, board member, and mentor who has built a 35+ year career driving digital transformation and enterprise value. As former Chief Information Offer of PFM and now President and CEO of Big Edge Advisors, he helps senior executives, business owners, and boards solve complex challenges through leveraging his expertise, strategic partnerships, and powerful network. Known for his leadership, operational excellence, and people-first approach, Kerry is a trusted advisor to C-suite leaders and colleagues alike.
Connect:
Website bigedgeadvisors.com
LinkedIn linkedin.com/in/kerry-benson-a5417a
This episode is brought to you by Great Lakes Adaptive Sports Association; empowering people with disabilities through adaptive outdoor recreation. Visit glasa.org to learn more.
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