a very mixed bag - Marketing Manager Flywire Employee Review

3.0
Feb 26, 2026
Recommend
CEO approval
Business Outlook

Pros

Good work life balance and generous PTO (though that's changing apparently too). Healthy benefits, especially with FSA/HSA options, are generous and flexible. Though vision insurance is absolutely useless, and dental is not great but good. Aside from the Peoples Operations Team in India, the employees you work with are phenomenal and world class experts in their given fields. Im constantly impressed by my peers and with the other departments I engage with and their level of expertise. To work here you must be highly competent and productive.

Cons

Since the new CFO joined, financial performance has improved but employee morale has declined substantially. The tone has shifted from mission-driven to aggressively cost-driven. Trust has been replaced by anxiety. Many employees now feel expendable, and long-standing perks have been eliminated with the candid explanation that “investors said it costs too much.” Even equity compensation has been publicly framed as "waste" by the CFO. What he calls waste is part of our compensation. People Operations was moved offshore, and the impact on service quality has been noticeable. Routine HR matters now require excessive follow-up, clarification, and correction. For a function responsible for sensitive employee information and critical processes, the level of operational friction is greatly concerning. Can a team who cant do almost any tasks correctly be trusted with employees PII? What legal recourse would this company, or its employees, have if our PII was abused? Cost savings may have been achieved but at a meaningful expense to employee confidence and efficiency. The company publicly promotes its commitment to DEI, yet it recently scaled back its parental leave policy, calling the prior plan “too generous” and citing concerns about abuse. The revised policy narrows flexibility for caregivers and feels inconsistent with the inclusive values leadership promotes externally. It’s difficult to reconcile messaging about equity with decisions that appear entirely financially motivated. Employees were reminded by the CPO that we are “allowed” to work remotely. This was shortly after the company eliminated the work-from-home stipend due to investor feedback. For many employees, that translated into an effective pay cut of nearly $1,000 to start the year during a period of record financial performance. The signal was clear: cost optics now outweigh employee experience. Capital allocation appears heavily weighted toward stock buybacks. While legal and common, these decisions are made by executives whose compensation is directly tied to stock performance. That dynamic naturally raises questions about alignment between long-term cultural investment and short-term shareholder returns. Following an acquisition, those employees who came from the acquired company were informed they would receive reduced raises because they were only under Flywire ownership for "part of the year." The outcome created compensation disparities among employees performing comparable work. The financial savings were likely modest. The impact on morale and trust was not. There is also a growing narrative that automation and AI will offset investment in talent. Innovation is important. But when employees consistently hear that efficiency and automation are the primary path forward, it reinforces the perception that people are viewed as cost centers rather than strategic assets. Financial metrics may be trending upward. Culture and confidence are trending downward. Prospective employees should understand: this is not the same Flywire many long-tenured employees joined. The focus is now clear maximize return, minimize cost. Whether that tradeoff proves sustainable remains to be seen. Stock price is down ~40% this year though. And morale likely the same. Was it worth it?

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Flywire Response
3mo
Thanks for sharing your perspective, leading a company through this stage of growth requires a lot of change. I understand that change can be uncomfortable, especially for those who have been with us through different phases of the Journey. My responsibility as CEO is to build a company that is financially strong and positioned to win for many years to come. A strong culture and strong financial performance aren't at odds, I believe they actually fuel one another. Over the last four years, we have put hundreds of millions of dollars back into FlyMate compensation, equity, and benefits. That result comes from being disciplined and thinking long term. We reinvest thoughtfully so we can keep supporting our people, our products, and our clients for the long term. This isn't about only doing things that are popular or have good optics, it is about building a durable company that can invest to accomplish our goals, produces consistent results. For instance, in one of your examples you mentioned a Remote work stipend that was put in place to help FlyMates with the increased costs of working remotely during the global pandemic. This has been phased out and been communicated to FlyMates ahead of time, we also took an approach that carefully looked at various regional requirements as well as those FlyMates where this stipend made up a significant part of their compensation prior to making any change. Our leadership team, Finance team and People team took great care in making this change (at my direction) to again ensure that we continue to invest in the business. I also want to address the concerns you mentioned regarding data and privacy. We take the protection of FlyMate personal information as a fundamental obligation. It is a matter of trust. We hold ourselves to the highest global security standards and I expect that same level of care and excellence from every single team. On the topic of technology, we are actively hiring across the company while also being intentional about using AI to remove repetitive work and empower our best thinking. This helps us innovate in our products and in how we deliver for our clients. The goal is to free FlyMates up to do the high impact work, we are not looking to replace the human element that makes Flywire what it is, but the world is changing and all FlyMates must adapt. Flywire is a high performance global organization operating in a hybrid environment built on trust and accountability. We set a high bar because our clients rely on us to deliver at that level. I know many of our FlyMates are energized by that challenge and by the opportunity to build alongside exceptional colleagues. But I also recognize that a high growth and fast paced culture isn't for everyone. Alignment matters. If our direction or the standards we hold no longer feel like a fit for what you are looking for, it is okay to find a new path that matches what you are seeking. As I regularly tell FlyMates, my door is always open. Whether it is Slack, a call, or a coffee, I would much rather have a direct and constructive conversation with you than respond on a review site. If you want to connect, I will make the time as I do with all FlyMates. ~ M. Mike Massaro CEO @ Flywire

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
1mo
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
1w
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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