Flywire Adds Allison MacLeod as EVP Global Marketing

Former Rapid7 executive hired to amplify brand and business development efforts for global payments company

Boston, MA– Flywire, a company that solves complex payment problems for leading businesses and institutions, today announced the appointment of Allison MacLeod as executive vice president of global marketing. MacLeod comes to Flywire from Rapid7, a leading provider of security visibility, analytics, and automation software solutions, where she helped build a world-class business development and demand generation engine that helped fuel the company’s strong growth.

In her new role, MacLeod will lead Flywire’s global marketing strategy with a focus on amplifying the company’s brand, and scaling its performance marketing, demand generation and sales enablement efforts.

“Our search focused on finding a marketing leader with strong analytical experience that has helped scale a successful marketing function,” said Mike Massaro, CEO at Flywire. “We also needed someone that is passionate about building and developing cohesive teams. Allison is all of that and more. She is a great fit culturally and has the right combination of skills to help take the company to the next level.”

MacLeod spent seven years at Rapid7 focused on optimizing the company’s growth by scaling technology, leveraging analytics, and building strong teams. Previously she worked at Forrester in several digital and field-based roles that included establishing the research firm’s international corporate marketing function in Europe and driving its online localization strategy.

“Flywire presents a really exciting marketing opportunity at this stage in its growth,” said MacLeod. “Mike and his team have built a great foundation and the company is very well positioned and respected in the industry. I have an opportunity to build on that by putting the right processes, tools and technologies in place to accelerate our go-to-market efforts and establish Flywire as the market standard for complex cross-border and domestic payments.”

About Flywire Flywire solves complex payment problems for businesses and institutions to empower new opportunities globally and locally. The company processes billions in payments per year, connecting all the entities involved to make those transactions faster, more secure, less expensive, and more transparent. Clients in business, education and healthcare use Flywire’s full-service platform to tailor the payment experience for their customers and to create a single point of visibility and control for payer engagement and receivables management – from invoicing and payment through reconciliation. Flywire also supports its clients with end-to-end customer support including multilingual servicing via phone, email, and chat, as well as around-the-clock online payment tracking.
The company is headquartered in Boston and has offices in Chicago, London and Manchester (UK), Valencia (Spain), Shanghai, Singapore, Tokyo, Cluj (Romania), and Sydney. For more information, visit

for Flywire
Tim Walsh
Walsh Group Marketing
[email protected]