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Sales Development Representative

| Greater Boston Area

Have you imagined working in an environment driven by a passion and desire to not only outperform, but also outbehave the market? Since 2009, Flywire has been that company, creating solutions that break barriers, and teams that always look at the next disruptive way to move Flywire and its customers into the next generation of global and domestic payment solutions.

Because of our innovation and leadership, Flywire was named the Emerging Massachusetts Company of the Year for 2018 by MassTLC at their October Leadership Awards night.

With over 30 nationalities across 9 different offices, and diversity and inclusion at the core of our people agenda, we believe our FlyMates are our greatest asset, and as a member of the Sales team, you will help accelerate Flywire across the globe!

Position summary:

The SDR position is for individuals who are ready to develop challenging pre-sales experience through the identification and qualification of sales opportunities globally. As an important part of our sales organization, you’ll understand the prospect’s business challenges to pre-qualify opportunities through phone and email contact.

The SDR plays a critical role in qualifying marketing leads and providing feedback to marketing on program effectiveness. Working in collaboration with marketing and field sales, the SDR’s primary objectives are to deliver opportunities to the regional sales team he/she supports and to help drive a highly strategic pipeline through deep discovery and research to be used by the BDR and Sales teams.

The SDR role is a great start to a sales or marketing career at Flywire. You will be a key member of the sales team and will have the chance to prospect into a diverse set of industries that we break down into the following segments:

  • Education - Higher Education & Private K-12
  • Healthcare - Providers
  • Commercial - Various

Key responsibilities & qualifications:

The experience and skills needed to be successful start with your 0-2 years of full-time corporate experience (software sales is a plus but not required).


  • Effectively interact with key business decision makers via telephone and email
  • Research Target accounts for proper contacts and sales triggers
  • Learn and maintain knowledge of Flywire’s product and solutions
  • Stay up-to-date on industry trends and competition
  • Aggressively identify qualified sales opportunities
  • Qualify marketing leads via email, telephone calls and online research to ascertain challenges, interest level and appropriate next steps
  • Help support pre and post strategic events and conference activities


  • Strong customer service orientation, persistence, and ability to follow through
  • Have a competitive spirit
  • Possess prospecting skills
  • Have strong communication skills (Both written and verbal)
  • Demonstrate a “Win as a Team” attitude
  • Are resourceful
  • Can be coached
  • Have a drive for results
  • Possess a strong business acumen
  • See challenges as opportunities instead of obstacles
  • Are flexible and able to adapt to new situations
  • Have a familiarity with Salesforce or other CRM
  • Completed an undergraduate BA/BS degree

About Flywire:

  • Our Mission: Empowering opportunities globally and locally with convenient, secure, and reliable transactions.
  • Our Location: This role is based in our corporate headquarters in Boston, MA and looks out across the Boston Common at the golden dome of the Massachusetts State House. It is easily accessible from the Park Street train stop and a short walk from South Station.
  • Our Values: Authenticity, Execution, Ambitious Innovation, Global Collaboration, Evolved Learning, Fulfillment.
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Technology we use

  • Engineering
  • Product
  • Sales & Marketing
    • JavaLanguages
    • PythonLanguages
    • RLanguages
    • RubyLanguages
    • Ruby on RailsFrameworks
    • SparkFrameworks
    • SpringFrameworks
    • Google AnalyticsAnalytics
    • MixpanelAnalytics
    • BalsamiqDesign
    • IllustratorDesign
    • InVisionDesign
    • PhotoshopDesign
    • SketchDesign
    • ConfluenceManagement
    • JIRAManagement
    • TrelloManagement
    • SalesforceCRM
    • MarketoLead Gen


Our office is conveniently located next to the Park Street train stop and overlooks the Boston Common with views of the State House.

An Insider's view of Flywire

How would you describe the company’s work-life balance?

This is a team that has fun and gets the job done. Flexible schedules and generous PTO are huge factors, but Flywire goes beyond that by fostering a fun, family-friendly environment. I love working in an atmosphere where work and friends and family seem to all blend together.


Talent Acquisition Specialist

How does the company support your career growth?

The exposure Flywire gives to all sectors of the business has made the most valuable impact on my career. Working cross-functionally with Flymates from other teams and other countries allowed me to broaden my scope and expand my skills. You learn to be agile and to adapt quickly to change, which has made me a better version of myself as a worker.


Program Manager-Global Partnerships

How do you empower your team to be more creative?

With the many different personalities and styles on my Team, I don’t employ a template for building or maintaining relationships with our partner schools. This 'thinking outside of the box’ approach allows for innovation, imagination, and resourcefulness. As a result, our message is consistent but the delivery is unique and personalized.


Relationship Management Lead - East

What’s the vibe like in the office?

The vibe in the Boston office is ‘work hard, play hard.’ Boston Flymates are extremely passionate about what they do and what they represent, which for me as a relatively new Flymate is so motivating and inspiring. I’ve never worked at a place where its people were so welcoming and always eager to help in any way they can!


Customer Success Associate

What are Flywire Perks + Benefits

Flywire Benefits Overview

Flywire is proud to be one of Built In Boston's 100 Best Places to Work.

Volunteer in local community
Friends outside of work
Eat lunch together
Open office floor plan
Unconscious bias training
Diversity manifesto
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Life Insurance
Wellness Programs
Onsite Gym
Retirement & Stock Options Benefits
401(K) Matching
Employee Stock Purchase Plan
Child Care & Parental Leave Benefits
Generous Parental Leave
Flexible Work Schedule
Remote Work Program
Family Medical Leave
Vacation & Time Off Benefits
Generous PTO
Paid Holidays
Paid Sick Days
Perks & Discounts
Casual Dress
Commuter Benefits
Company Outings
Game Room
Stocked Kitchen
Some Meals Provided
Happy Hours
Professional Development Benefits
Job Training & Conferences
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