

In the Top 5% of 1832 Similar Sized Companies on Comparably
In the Top 5% of 270 Nearby Companies in Boston
1st place versus 4 competitors rated on Comparably
As CEO of Flywire, Mike Massaro’s responsibilities include aligning the international team with the company’s strategic direction and increasing the visibility of Flywire globally. He brings to Flywire more than fifteen years of extensive experience in solution engineering, sales, and marketing and is noted for his ability to leverage technology to create solutions to gaps in existing consumer and business transactional experiences. Mike’s background spans global payments, mobile software and hardware, and e-billing at high growth technology companies, including Carrier IQ and edocs, Inc. Since assuming the role
of CEO in 2014, Mike has grown the business from concept phase to a stable, growing global company. He has overseen the company’s expansion in North America, Europe, and the Asia-Pacific regions.
Mike began his career as part of the technical risk services practice at PricewaterhouseCoopers, LLP and has a Bachelor of Science degree in Management Information Systems from Babson College.
The CEO score provides an understanding of how employees feel about the CEO’s leadership style and effectiveness at Flywire.
Based on 34 ratings, Mike Massaro ranks right above Stripe's CEO, Patrick Collison.
Flywire's CEO is highly regarded by the Marketing department and the HR department. However, employees who have been at the company 2 to 5 Years, the Engineering department, and employees who have been at the company Less than 1 Year have a less favorable view of the CEO and believe there is room for improvement. Overall, the CEO score has remained stable over the last 90 days.
Flywire ranks in the Top 5% of other companies on Comparably with 501-1,000 Employees for CEO Rating Score.
Flywire ranks in the Top 5% of other companies in Boston for CEO Rating Score.
