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Episode 381: Mike Massaro, CEO of Flywire

Episode 381 of The VentureFizz Podcast features Mike Massaro, CEO of Flywire, a global payments enablement and software company.

This is the full lifecycle story of an idea to a pillar publicly traded tech company in the Boston tech scene and it has it all. An international founder who discovered a major problem while trying to pay his tuition at MIT, to Mike joining the company after its Series A, an evolving business model from consumer to B2B, navigating choppy near death experiences to scaling aggressively, then raising multiple rounds of venture funding to an IPO, and more!

It really is an inspirational story for all entrepreneurs to hear, as it is never an easy up & to the right story.  There is so much that goes into building a successful company and this one does not disappoint.

In this episode of our podcast, we cover lots of great topics like:

  • A discussion around leadership and the importance of communication.
  • Mike’s background story and how he landed at edocs, a successful Boston tech company that helped make electronic billing & payments possible, plus his experience at Carrier IQ.
  • The full story of Flywire from the very early days and lots of stories along the way to the company’s eventual IPO.
  • Looking ahead at Flywire plus the culture of the company.
  • The importance of a strong Board of Directors.
  • Hiring for leadership roles.
  • And so much more.

Episode Sponsor:

As a longtime champion of the local startup ecosystem, Silicon Valley Bank supports innovative companies with the solutions and financing they need through every stage of growth. With more than 1,500 bankers and relationship advisors, and $42B in loans as of Q2 2024 – SVB delivers the right people, service and resources to support your entire financial journey. Learn more at SVB.com.