Cassy Olson — Sales Executive

I’m on the Developer GTM team at Cloudflare, where I focus on solving real-world problems and helping the nation’s top companies build, ship, and scale faster without compromising security, performance, or reliability. I work at the intersection of builders, platform, and go-to-market, partnering with engineering-led organizations to move logic to the edge, simplify architecture, and unlock new use cases with Workers, AI, and Cloudflare’s global network. My role is less about “selling tools” and more about helping teams remove friction, reduce complexity, and turn ideas into production systems that can run at Internet scale. Over the past 9 years at Cloudflare, I’ve grown alongside the company as it scaled from a 300-person startup into a 5,800+ employee global platform. I’ve partnered with Fortune 500s and high-growth digital natives to modernize infrastructure, lead platform adoption, and expand from point solutions into durable, multi-product architectures. The common thread: outcomes over features, and platforms over patches. Developer GTM is the future of Cloudflare. As software becomes more distributed, AI-driven, and API-first, the teams that win will be the ones that let developers move fast while the platform handles the hard stuff, security, performance, scaling, and reliability by default. That’s the motion I’m excited to help build. Before tech, my path was intentionally non-linear. I co-founded a company that helped nonprofits raise funds through large-scale events, worked with professional athletes on peak performance, and modeled internationally. Those experiences shaped how I think about execution, adaptability, and working with high-performing teams. I grew up in a family business (a dumbbell factory in Minnesota), started college at 16, and have been optimizing for learning and growth ever since. Outside of work, you’ll usually find me being active, outdoors, traveling with my daughter, or deep in a book that makes me better at both business and life.

Stackforce AI infers this person is a SaaS sales expert with a focus on enterprise solutions and strategic partnerships.

Location: Austin, Texas, United States

Experience: 26 yrs 1 mo