Benefits at Flywire

Flywire is proud to be one of Built In Boston's 100 Best Places to Work. To recognize the value of FlyMates' efforts, Flywire offers a comprehensive program of benefits! We believe work should energize and engage you, bringing both personal and professional satisfaction. We’ll help you unlock your potential through on-the-job training, mentoring, and development workshops. We have a collaborative culture which makes Flywire the best environment in which to thrive.

Financial + Retirement


401(K) matching

Company equity

Performance bonus

Office Perks

Commuter benefits

Flywire sponsors commuter benefits for all of our office-based FlyMates.

Company-sponsored outings

Flywire hosts summer and holiday gatherings for FlyMates across the globe.

Fitness stipend

Our health insurance provider offers a fitness reimbursement among other great benefits!

Company-sponsored happy hours

Happy hours are hosted on occasion.

Onsite office parking

We offer employees A parking subsidy.

Free snacks and drinks

Flywire has a fully stocked kitchen including unlimited snacks, coffee, tea, a Bevi machine and all the Coke Zero and Diet Coke you can handle.

Some meals provided

Home-office stipend for remote employees

Child Care + Parental Leave

Company sponsored family events

Flywire sponsors family oriented events Annually.

Family medical leave

Generous parental leave

We provide up to 12 weeks of parental leave for the primary caretaker. Flywire also provides 4 weeks of leave for the secondary caretaker.

Professional Development

Customized development tracks

Job training & conferences

Paid industry certifications

Promote from within

Lunch and learns

We host FlyBytes monthly to share exciting news and updates across departments so teams stay updated and informed of exciting work happening around the globe!

Continuing education available during work hours

Health Insurance + Wellness

Dental insurance

Disability insurance

Disability insurance covers %:param:1 of annual salary up to $:param:2 monthly maximum payout.

Flexible Spending Account (FSA)

Acme employees can contribute up to $:param:1 annually to their FSA.

Health insurance

Life insurance

Team workouts

Acme Co.'s team fitness initiatives include :param:1.

Vision insurance

Wellness programs

Mental health benefits


Diversity manifesto

Documented equal pay policy

Mandated unconscious bias training

Diversity employee resource groups

We have a very active and engaged Employee Resource Group, FlyMates First, consisting of 30 FlyMates around the Globe, who are dedicated to our DE&I efforts both internally and externally.

Hiring practices that promote diversity


Volunteer in local community

We love to see and encourage FlyMates to get involved in the Boston community. We partner with local charities such as BUILD Boston and ArtLifting and are always looking to expand.

Flexible work schedule

Flywire provides employees with a flexible work schedule that includes Flexible start and end times.

Open door policy

Open office floor plan

Partners with nonprofits

Annual partnership with School the World! We fundraise and send FlyMates to around the globe to help build communities.

Remote work program

Our remote work program includes work from home Full-time remote for specific positions, Work remotely on occasion as needed.

Team based strategic planning

OKR operational model

Vacation + Time Off

Generous PTO

Paid volunteer time

Flywire provides “FlyBetter Days” which provides two additional paid days off for a FlyMate to use to support their local communities or causes that matter to them.

Paid holidays

Paid sick days

Search the 14 jobs at Flywire

Recently posted jobs

15 Days Ago
Edtech • Fintech • Healthtech • Payments • Software
The Sales Manager at Flywire will be responsible for acquiring new business and driving expansion within a specific targeted region in the US by building relationships with clients and closing deals for software and payments solutions. This role requires 5-7+ years of sales experience, excellent communication skills, and the ability to collaborate with internal teams.
15 Days Ago
Edtech • Fintech • Healthtech • Payments • Software
As an Account Executive at Flywire, you will drive growth in the B2B vertical by selling their fintech platform. You will build and manage client relationships, create outbound leads, support sales inquiries, and identify new opportunities for product and service development. Additionally, you will collaborate with internal and external stakeholders for partnership growth and project management.
Edtech • Fintech • Healthtech • Payments • Software
Senior Customer Success Manager at Flywire, responsible for driving impact through customer relationships, onboarding, ensuring long-term success, and increasing client investment. Must have 5+ years of relevant experience in SaaS payment business and collaborative environments.