Allison MacLeod

WORK HISTORY

EDUCATION

SKILLS

ABOUT ALLISON MACLEOD

About Me I currently serve as Chief Commercial Officer at Flywire (Nasdaq: FLYW), a global payments enablement and software company.In this role, I lead global commercial strategy and execution across marketing, product marketing, revenue operations, pricing and contracting, digital, and AI. My focus is simple: build a commercial engine that is scalable, predictable, and designed to capture value. That means aligning every part of go-to-market across regions and products, from how we position and launch to how we price, sell, and measure performance.Over the past several years, my role has expanded from CMO to leading our U.S. Education business, and now the full commercial function.Today, a core part of how we operate is embedding AI across the commercial lifecycle, not as a standalone initiative, but as a foundational layer in how we drive growth and efficiency. Professional Journey Since joining Flywire in 2019, I’ve been focused on driving growth and innovation. I’ve led initiatives to expand our marketing function, including establishing new teams in APAC and EMEA, building vertical marketing functions, and scaling our revenue operations organization. I’ve also played a key role in transforming Flywire’s U.S. Education business, helping accelerate growth, strengthen go-to-market execution, and drive stronger commercial outcomes across the segment. One of the highlights of my career was playing a key role in guiding Flywire to a successful IPO in May 2021.I bring over 15 years of experience with a background spanning marketing and revenue-focused roles. Prior to Flywire, I spent seven years at Rapid7 (Nasdaq: RPD), where I played a pivotal role in building and scaling demand generation, business development, and analytics. Before that, I held various digital and field-based roles at Forrester, including launching the marketing function in EMEA. Community Engagement Outside of work, I’m passionate about giving back to the tech community 🤝. I currently sit on the Board of Trustees of the Massachusetts Technology Leadership Council and serve as a strategic advisor to early-stage companies through F-Prime Capital and Underscore VC.