Jon Cooper is the Co-founder and CEO of Overalls, a New York-based insurtech startup that pairs AI-augmented human concierge specialists with employees to handle life's logistics - from childcare coordination to medical billing to passport renewals. A serial entrepreneur who previously built and sold Life.io to Zinnia, Cooper brings 15+ years of insurance and healthcare strategy experience to Overalls, which was named to Fast Company's World's Most Innovative Companies of 2026. The company has raised $15.8M in funding and serves employers seeking to reduce employee stress and boost productivity through its LifeConcierge product.

Ravi Swaminathan is the co-founder and CEO of TaskHuman, a real-time 1:1 digital coaching platform that connects employees with live human coaches via video call across 1,000+ topics - from fitness and financial planning to leadership and emotional well-being. A seasoned technology executive with roots in semiconductor and enterprise storage, he built TaskHuman in 2017 after recognizing that no generic article or pre-recorded video could replace the power of an expert human conversation. The company has raised $35M+ in funding, grown ARR 700% between its Series A and B rounds, and now operates across nearly 50 countries with a network of 1,000+ coaches.