Companies Flywire

Flywire

Boston

Total Offices: 2

1,200 Total Employees

Year Founded: 2011

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Product Management 4 Sales 4 Cybersecurity 3 Operations & Support 3 Customer Success & Experience 2 Data & Analytics 2 Finance 2 Marketing 2 Program & Project Management 2 AI & Machine Learning 1

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What's It Like to Work at Flywire in Boston?

Updated on September 09, 2026

What's it like to work at Flywire?

The Boston office is characterized by hybrid flexibility, local recognition for workplace quality, and mission-driven work linked to global payments. Together, these dynamics suggest the Boston location offers a flexible setting with purposeful projects and solid benefits relative to the local market.

Key Insight for Candidates

Boston is Flywire’s hybrid‑friendly HQ hub anchoring its global, values‑driven culture. Working from Boston connects you to international teams and active ERGs, with flexible work options and recognition as a top local employer—ideal for mission‑driven fintech impact alongside strong community and collaboration.

Evidence in Action

FlyBrid Hybrid Work — The FlyBrid hybrid work model supports remote, hybrid, and in‑office options depending on role and location. This lets Boston employees align collaboration and focus time with team needs while maintaining flexibility in how they work.
FlyBetter Volunteer Days — FlyBetter Days provide two additional paid days off for employees to volunteer. In Boston, this enables purposeful community engagement without dipping into PTO, strengthening pride and connection among teammates.

Positive Themes About Flywire

Work-Life Balance: In Boston, teams benefit from a hybrid/remote setup highlighted on employer profiles, giving people options in how they structure their work. Feedback suggests this flexibility supports day-to-day balance while staying connected to a global team.
Benefits & Perks: The Boston location has been recognized by Built In Boston among its Best Large Places to Work, signaling competitive local benefits and perks. Feedback suggests Boston-based employees share in company-wide wellness, time off, and equity offerings.
Mission & Purpose: As the headquarters, the Boston office contributes directly to solving complex cross-border payment challenges across education, healthcare, travel, and B2B. Feedback suggests this mission delivers visible client impact and international scope to the work.