Roundtable discussions aimed towards growing long-lasting relationships with other influential leaders across the US
Research-driven thought leadership on people experience design and strategy tailored, tailored towards the workforce of 2022
Best practice collaboration to equip your organization with people-improving factors to succeed this year
We'll keep things fairly informal, but will make sure to cover the following:
Introductions and a brief spotlight on Greg Leos, the Head of Payments at Weave (NYSE: WEAV), to stage the conversation.
Group roundtable discussion focused on how enterprise teams replace inconsistent, rep driven outreach with a unified, repeatable GTM motion that feels like a true executive experience from first touch through ongoing engagement.
Q&A and best practice collaboration on the operating cadence, cross team alignment, and measurement approach that help leaders sustain that system over time, improve consistency, and create clearer visibility into what is working and why.
Greg Leos is the General Manager and Head of Payments at Weave (NYSE: WEAV), where he leads the company’s payments business serving the healthcare sector. Previously, he has held senior executive roles across the fintech and cybersecurity industries, including Chief Revenue Officer at VikingCloud and leadership positions at Fiserv, Worldline, Trustwave, and Sysnet. In these roles, he has led global sales team, worked with Private Equity and participated in two company exists (combined value of $2B). Active in industry leadership and philanthropy, Greg has served on multiple advisory boards supporting early-stage startups, and has held board positions with several nonprofit organizations.
Hunter Menton is the Founder & CEO of Executive Insight, where he partners with Fortune 5000 and high-growth technology companies to shape the strategy, adoption, and revenue impact of next-generation technologies. With more than 25 years of leadership across fintech, payments, and enterprise SaaS, Hunter has guided organizations through major inflection points in digital transformation, building revenue engines for global processors, API-first platforms, and category-defining startups.
Today, his work sits at the forefront of enterprise AI evolution, focusing on how small language models and intelligent automation can redefine decision-making, accelerate adoption cycles, and create durable competitive advantage. Hunter is recognized for translating complex innovation into strategic clarity, helping executive teams move from experimentation to scalable, enterprise-wide impact. He also advises founders and CROs on designing revenue architectures that transform AI initiatives into predictable, future-ready growth platforms.
Jason has spent nearly a decade building and managing one of the largest networks of influential leaders in the U.S., which consists of 12 sub-organizations that include CEOs, CIOs/CTOs, CHROs, CFOs, CMOs, and other Sr. officers from major companies. He is a Partner at Executive Insight the Founder & CEO of Janium.io, where he has converted the process to build executive networks into a scalable system and software that enables others to grow genuine new relationships at scale via executive roundtables.
His background in neuroscience is the foundation for the process and his drive to create long-lasting connections between executives. Jason is an innovator at heart and enjoys the opportunity to travel, play basketball, golf, and go on outdoor adventures with his 5 year old son JJ.
Executive Insight connects Fortune 5000 executives with each other and disruptive emerging technologies through private roundtables, live executive feedback, and collaborative innovation reviews.
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Every month we host either a roundtable discussion or executive dinner to explore the power of emerging technology, real-world use cases, and rapid testing methodologies. Our exclusive events are limited to ensure meaningful connections and actionable insights.
