Ed Hallen is the co‑founder and Chief Product Officer (later Chief Strategy Officer) of Klaviyo, the Boston-based SaaS platform powering email/SMS marketing and customer data for over 100,000 brands, including Unilever and Citizen Watches  . A systems engineering graduate from UVA and MIT Sloan MBA, he previously led product at Applied Predictive Technologies and held roles at Google before launching Team Engine in 2018.

Dan Kurzius is the American co-founder and Chief Customer Officer of Mailchimp. A former web developer and Mailchimp’s first support agent, he built the company’s support organization and champions user advocacy across product and data teams. Known for his focus on customer experience and corporate citizenship, he avoids venture funding and has helped build Mailchimp into a multi-billion‑dollar SaaS success. 

Chad Richison is the American entrepreneur who founded Paycom in 1998 and has served as its President, CEO, and Chairman since inception. A University of Central Oklahoma graduate, he pioneered fully online payroll and HR solutions through Paycom, leading its IPO in 2014, and growing it into a $1.9 billion SaaS company. Richison is also a committed philanthropist—founding the Green Shoe Foundation and donating tens of millions to educational and mental health causes—and is a signatory of The Giving Pledge.

Ben Chestnut is the co-founder and former long-time CEO of Mailchimp, the bootstrapped email marketing and automation platform he helped grow from a side project in 2001 to a $12 billion acquisition by Intuit in 2021. A Georgia Tech–trained industrial designer from humble roots, Chestnut built Mailchimp into a global SaaS powerhouse without venture funding—earning billionaire status and pioneering a “Dragon” exit in tech. 

Anthony Casalena is the founder, CEO, and driving force behind Squarespace—a web‑building pioneer he launched from his University of Maryland dorm room in 2003. Over two decades, he transformed the platform into a billion‑dollar SaaS powerhouse used by millions, navigating a public listing in 2021 and steering the company again through a $6.6 billion take‑private deal in 2024.

Andrew Bialecki is the co‑founder and CEO of Klaviyo, the Boston‑based marketing automation unicorn. A Harvard‑trained engineer and physicist, he bootstrapped Klaviyo since 2012 and retained a rare ~38% ownership at IPO, guiding the company to a multibillion-dollar valuation through disciplined, data‑driven growth.

Alexis Le-Quoc is the co-founder and Chief Technology Officer of Datadog, a leading cloud monitoring and cybersecurity platform used by enterprises worldwide. With a background in engineering and infrastructure, Le-Quoc helped build Datadog into one of the most trusted tools for DevOps, enabling real-time observability across complex systems. His technical leadership has been central to the company’s rapid growth and global adoption.