Inside Sales Executive Jobs in Massachusetts

INTRODUCTION

Are you ready to trade your job for a journey? Become a FlyMate! Passion, excitement & global collaboration are all core to what it means to be a FlyMate. At Flywire, we’re on a mission to deliver the world’s most important and complex payments. We use our Flywire Advantage - the combination of our next-gen payments platform, proprietary payment network and vertical specific software, to help our clients get paid, and help their customers pay with ease - no matter where they are in the world. What more do we need to truly be unstoppable? Perhaps, that is you!

ABOUT THE ROLE

Who we are: Flywire is a global payments enablement and software company, founded more than a decade ago to solve high-stakes, high-value payments in higher education. We’ve since scaled into new regions and industry verticals and expanded our product offerings to deliver meaningful value to our clients around the world. Today we support more than 5,100 clients across the global education, healthcare, travel & B2B industries, with diverse payment methods across 240 countries & territories and more than 140 currencies. With over 1,200 global FlyMates, representing more than 40 nationalities, and in 12 offices worldwide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.

JOB DESCRIPTION

The Opportunity: As an Inside Sales Account Executive at Flywire, you’ll play a key role in growing our B2B vertical by converting high-quality inbound leads into successful client partnerships. You’ll represent one of the most exciting fintech platforms in the market, helping organizations solve critical AR and payment challenges with our innovative solution. Our FlyMates are creative problem solvers focused on execution and building trusted, value-driven relationships with clients. Success in this role is defined not just by revenue generated, but by client satisfaction, product adoption, and long-term success.

What You’ll Do:

- Convert inbound leads into qualified opportunities and close deals by understanding client pain points and demonstrating the value of Flywire’s AR automation and payments solution.
- Engage prospects in discovery calls, product demos, and consultative sales discussions.
- Build and maintain strong relationships throughout the sales lifecycle—from first touch through onboarding and handoff.
- Collaborate closely with cross-functional teams (Marketing, Product, Operations, Solutions Engineering) to deliver a seamless client experience.
- Maintain accurate pipeline data and activity tracking in our CRM system.
- Identify trends in client feedback to influence new product features and improvements.
- Support broader sales and marketing initiatives, including lead nurturing and campaign follow-up.

BASIC QUALIFICATIONS

Here's What We're Looking For:

- At least 1-2 years experience in a full cycle Sales role
- Consistent experience with outbound outreach is a must
- Strong communication and consultative selling skills.
- Experience in SaaS, Fintech, or AR automation is a plus.
- Ability to manage multiple inbound leads and prioritize effectively.
- A passion for helping businesses solve real-world payment and AR challenges.

PREFERRED QUALIFICATIONS

What We Offer:

- Competitive compensation
- Employee Stock Purchase Plan (ESPP)
- Competitive time off, including Digital Disconnect and FlyBetter Days to volunteer in a cause you believe in.
- Work with brilliant people globally Learn more about their journeys by checking out #InsideFlywire on social media
- Wellbeing Programs (Mental Health, Wellness, Yoga/Pilates/HIIT Classes) with Global FlyMates
- Be a meaningful part in our success - every FlyMate makes an impact
- Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers, OneFlywire Career Mobility)

COMPENSATION

The US base salary range for this full-time position is $60,000 - $80,000 plus Commission and Benefits. Our salary ranges are determined by role, position level, and location. The range displayed on this job posting reflects the minimum and maximum target for new hire salaries for the position across all US locations. Within the range, individual pay is determined by work location and several other factors, including job-related skills, experience, relevant education and training.

Flywire is an equal opportunity employer and follows a policy of administering all employment decisions and personnel actions without regard to race, color, religion, sex, pregnancy, gender identity, national origin, age, ancestry, physical or mental disability, sexual orientation, genetic disposition or carrier status, veteran status, or any other category protected under applicable national, federal, state or local law.