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Sep 27, 2018

Every week the show host John Siracusa talks with amazing fintech leaders and entrepreneurs through conversation uncovers the amazing stories behind them, their creations and the most important topics in fintech.

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In this episode John talks with Mike Massaro, CEO of Flywire.  This is one of a few interviews that we recorded on site during Boston fintech week.  In this episode Mike shared a story that is basically every business leader’s worst nightmare.  After burning through $6,000,000 and having the company close to bottoming out, Mike was extremely close to relaying that information to one of his most important stakeholders; his wife. Luckily (luck being defined as dedication and focus) and against all odds he was able to raise an A round that kept the company afloat and on track to the giant it is today.  Mike admitted that it was mis-allocation of funds that was the result of chasing too many opportunities and not focusing fully on the missions/goals that would make a difference. Most investors would not fund this company given the state it was in at that time, but Spark Capital and F-Prime believed in Flywire and did. There’s a fascinating story behind it all and was discussed during this episode.

Tune in and Listen.


Mike Massaro LinkedIn - Twitter

Flywire LinkedIn - Twitter


Subscribe now to hear Tuesday’s interview with Fawce from Quantopian during Boston Fintech Week.  .


About the host:

John is the host of the 2x weekly "Bank On It” podcast recorded onsite from the CG offices and a highly sought after fintech, VC and financial services industry enthusiast and connector. He’s in the center of the fintech ecosystem keeping current with the ever - innovating industry.

Follow John on LinkedIn, Twitter or Medium