Michael Sewell

I’m a technology leader focused on applying AI to real-world systems—especially in data-rich, operationally complex businesses like wealth management and marketplaces. What interests me most about AI isn’t the hype, but how it actually changes how companies operate: how software gets built, how products deliver value, and how organizations scale. Over the past few years, I’ve been focused on turning that into reality—building AI-first engineering environments, embedding AI into core product workflows, and using it to unlock value from proprietary data. Across roles at The RealReal, Amazon/Goodreads, Kidaptive, and now Way2B1, I’ve worked at the intersection of product, engineering, and operations. I’ve led teams of 150+, owned P&L, and built systems that connect supply and demand, improve unit economics, and support complex operational workflows at scale. Much of my experience has been in marketplace environments, where success depends on aligning technology closely with real-world operations. In my current role as CTO/COO at Way2B1, I’ve focused on transforming the company into an AI-first organization—both in how we build software and how our product delivers value. That’s included rethinking our engineering workflows, embedding generative AI into core product experiences, and restructuring parts of the business to improve capital efficiency and scalability. I tend to gravitate toward situations where there’s a lot of complexity—legacy systems, fragmented data, operational inefficiencies—and an opportunity to rethink how things work. The goal is always the same: build systems that are simpler, more scalable, and create meaningful leverage for the business. I enjoy working with strong product and business partners, and I care a lot about making sure technology is tightly aligned with how a company actually creates value.