Terrible Sr Management - Anonymous employee Flywire Employee Review

1.0
Feb 26, 2025
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

International with over ten countries

Cons

Flywire is run by two people: Mike Massaro (CEO) and Rob Orgel (President). They have way too much power and are the source of constant bottlenecks which lead to a stale and non performative culture.

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Flywire Response
1y
Appreciate you sharing your thoughts on this. At Flywire, we encourage our leaders to trust their teams to own their work and run with new and different ideas. While leaders and management ultimately make the final call on big decisions, we work hard to set up our teams to move quickly without getting stuck waiting for approvals. We want FlyMates to try new things, even if they don't always work out - that's how we learn and get better. We're always looking for ways to cut through red tape and work faster and more efficiently together as a global team. If something's holding you back or you see room for improvement, please talk to us directly. Your perspective matters, and we genuinely want to hear how we can make things better. -The People Team

Explore other reviews about Flywire

5.0
Apr 20, 2026
Recommend
CEO approval
Business Outlook

Pros

Great people, solid pay and great benefits.

Cons

Headwinds in payment and healthcare industry

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Flywire Response
4w
Thank you for your feedback! We are grateful to have industry-leading FlyMates who contribute their best every single day. We are proud of the extensive work our Talent Rewards team has done to ensure a comprehensive pay and benefits package. Our rigorous approach to strategic planning and financial discipline is key to our continued resilience and success. -The People Team
3.0
May 28, 2026
Recommend
CEO approval
Business Outlook

Pros

Amazing work-life balance. If you're easy to get along with and fly under the radar you can stay here a long time. Great culture - genuinely nice people.

Cons

Not fast paced or hard working environment. Limited opportunity to excel without hitting serious barriers internally

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Flywire Response
1d
Thank you for taking the time to share your experience. We’re glad to hear that you valued the culture, work-life balance, and the people you worked with during your time here. We also appreciate your feedback around pace and growth opportunities. We know how important it is for people to feel challenged and see clear paths to continue developing, and this is an area we continue to reflect on and improve as we grow. We appreciate your contributions and wish you all the best in your next chapter. -The People Team
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