Flywire Overview

  • Boston, MA
  • 201 to 500 Employees
  • 2011
  • Company - Private
  • Financial Transaction Processing
  • Unknown / Non-Applicable


Flywire is a high-growth vertical payments company trusted by organizations around the world to deliver on their customers’ most important moments. Unlike other companies, Flywire is proven to solve vertical-specific payment and receivables problems for organizations that ...
Mission: Flywire ensures organizations deliver on their customers’ most important moments.

Flywire Reviews

Recommend to a Friend
Approve of CEO
Mike Massaro
Mike Massaro
43 Ratings
Current Employee, less than 1 year

"Awesome Company"

May 9, 2021 - Customer Service
Approves of CEO


The people are amazing, driven, and focused


Not many to report. There is a lot going on, which has its challenges at times

Advice to Management

See All 80 Reviews

Diversity & Inclusion at Flywire

(15 Reviews)

Flywire Photos

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Flywire Interviews

Getting an Interview
Applied online82%
Staffing Agency9%

  1. Security Engineer Interview

    Anonymous Employee in Australia
    Declined Offer
    Negative Experience
    Easy Interview

    I applied online. The process took 2 weeks. I interviewed at Flywire (Australia)


    I interviewed at flywire in feb 2021 for a security engineer role. Currently I have 6 years of experience. I went through the interview process which consisted of a screening interview with the recruiter, an interview with the security team in Valencia and finally an interview with the hiring manager (the “security architect”).

    During the second interview with the security team, they asked me general security questions about my experience and the tools that I use day-to-day. They asked me about tools that they were looking into using and what my opinion of those tools was. They told me that ultimately if I was chosen for the role I would have an unlimited budget for choosing the tools and vendors to cover flywire’s incident response and threat intelligence needs.

    During the second phase, the security team admitted that flywire has never undergone a red teaming engagement or basic threat hunt in any form. Apparently, they spend all their time working on-site reliability issues.

    This was very concerning since at the time of writing flywire is allegedly worth $3B but has a security team of only 8 people. Other organisations of lesser value have more mature security teams than this. This was quite pathetic considering flywire was toting their intentions to IPO at some point in 2021.

    As a take-home assignment, the "security lead" asked me to write incident response playbooks for all of the major threats that a fintech should be concerned about. Again highlighting that she had literally no idea what to do and that it was very likely that Flywire had no IR capabilities in place.

All of these things combined highlighted how immature their security posture was and that their security team had absolutely no fking idea what they were doing.

    In the end despite all of this free consulting they asked me if I would be willing to take an entry-level salary. Obviously I said no since no security professional who is ACTUALLY a security professional would accept that offer. Then no more than ten minutes after the call I received an email saying that they were going to go with someone more experienced (?!?!).

    Sorry what? Someone more experienced than me accepted an entry-level salary? BS!

You do not want to work here.

    The security team has no idea what they are doing.
The existing security posture appears to be zero.
I was conned into free consulting work.


    They asked no typical interview questions. They basically just asked for advice on IR, CTI, SecOps tooling and processes but framed the questions like it was an interview.

    Answer Question

See All 13 interviews

Company Updates

February 25, 2020
All new FlyMates are invited to attend our Flying Start Global Induction where FlyMates from around the globe are brought together in one location and immersed into our culture and values while learning the foundations of our product, industry, and people.
Shared image - Flywire on LinkedIn: #flyingstart #insideflywire #flywirelearns
Flywire on LinkedIn: #flyingstart #insideflywire #flywirelearns
February 14, 2020
We are thrilled to share that Flywire has acquired Simplee to transform the healthcare payments experience. We’re also announcing that we’ve raised $120M in a Series E investment round, led by Goldman Sachs. Excited for the journey ahead!
Flywire Acquires Simplee to Transform Healthcare Payments Experience | Flywire

Flywire Awards & Accolades

  • 100 Best Places to Work in BostonBuilt In Boston2018
  • Emerging Massachusetts Company of the YearMass TLC2018

Pledges & Certifications

  • Diversity Commitment

    Has programs that support a diverse and inclusive workforce

Popular Careers with Flywire Job Seekers

Business Operations
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Technical Talent Acquisition Partner
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Flywire FAQ

(20 Questions)

All answers shown come directly from Flywire Reviews and are not edited or altered.

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What are perks and other benefits like at Flywire?

...Flywire treats its employees with utmost respect and care, with benefits and perks unlike anything I've experienced in the area....

April 5, 2021

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