Companies Flywire

Flywire

Boston

Total Offices: 2

1,200 Total Employees

Year Founded: 2011

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Flywire Compensation & Benefits in Boston

Updated on September 09, 2026

How are the compensation & benefits at Flywire?

The Boston office is characterized by a package that blends substantial time-off programs with defined family leave and equity participation, as reflected on Boston-focused benefits listings. Together, these dynamics suggest the Boston location offers a balanced total rewards environment that supports recharge, family needs, and long-term ownership.

Key Insight for Candidates

In Boston, Flywire’s defining pattern is a recharge-and-community time‑off model: generous PTO plus company‑wide Digital Disconnect Days and separate FlyBetter paid volunteer time within a flexible hybrid setup. This enables Boston employees to truly unplug, give back, and maintain balance alongside in‑office collaboration.

Evidence in Action

Equity Ownership Programs — Restricted Stock Units and an employee stock purchase plan are part of Flywire’s compensation offering available to Boston employees. This reinforces an ownership culture and lets employees share upside through equity alongside salary and bonus.
Recharge And Volunteer Days — Digital Disconnect Days and Fly Better Days are recurring paid time-off programs available to Boston employees. They enable employees to unplug and volunteer without using regular PTO, supporting well-being and balance.

Positive Themes About Flywire

Leave & Time Off Breadth: Boston-facing benefits pages highlight generous PTO along with company-designated Digital Disconnect Days and FlyBetter Days for volunteering. This points to structured time away as a core part of the local package.
Parental & Family Support: Built In Boston lists paid parental leave for U.S. roles tied to the Boston market, including defined time for both primary and secondary caregivers. This signals intentional support for families at the local level.
Equity Value & Accessibility: The Built In Boston profile notes equity (RSUs) as a standard element of total rewards for roles in the area. This emphasis on ownership gives Boston employees a stake in company outcomes.