Team Lead, Payment Experience, Americas (Customer Support)
Flywire · Boston, MA, United States · Posted Jul 8, 2026
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The Opportunity:
We, at Flywire, are seeking a Payment Experience Team Lead in the Americas.
Payment Experience roles at Flywire are not your typical ‘support’ roles. As the first point of contact at Flywire, you will be equipped with broad knowledge of Flywire's core business capabilities, which alongside your positive attitude and the support of our amazing global team, allows you to troubleshoot any aspect of our payer’s problems.
As part of this role, you will liaise closely with Client & Payment Experience Managers, other regional team leads, Central Service team and all departments in a fast-paced environment where growth and change are the norm. Resilience, curiosity, cultural awareness, and empathy are key traits, as your day-to-day will be filled with communicating internationally. Strong written and verbal communication skills are also required.
You will be primarily responsible for supporting payer enquiries, serving as a content expert for Flywire payment offerings and products. In addition to this, you will also drive forward the regional Payment Experience Team and be both the key escalation point for Payment Experience Associates & Specialists and the key voice for payment experience. A Payment Experience Team Lead should support the Client & Payment Experience Managers in leading the regional Payment Experience Team, providing feedback on team training needs, regional teammates development plans, payer experience improvements plus anything else that would ultimately help our payers through a ‘frictionless’ experience. You will also support the regional & global Client & Payment Experience function through project work as necessary.
You will
Provide solutions to complex issues for payers by phone, chat, and email with speed, professionalism and empathy
Be the escalation point for teammates, serving as a content expert for Flywire payment offerings and products
Be the voice of payers within Flywire escalating insight within the Client & Payment Experience (CPE) Team and beyond, using data and context to highlight areas for optimisation
Work with the CPE Managers to design the regional Payment Experience team directions following the Global CPE direction and the company direction, proactively make plan to optimise our process, drive efficiency and scaling of manual work using data analysis
Drive forward the regional Payment Experience Team, manage the team’s daily operations and projects execution, support team members in reaching the team goals and in their personal development
Handle regular team administrative tasks such as the creation of monthly schedules for live contact support and scheduled tasks, weekly updates, training and quality review
Be the main representative for regional Payment Experience Team, maintaining connection with both Regional CPE Team and other regional stakeholders for regional related new launch and training material preparation, tracking impact for the related change
Here's what we're looking for:
4+ years in customer support, with experience informally leading or mentoring teammates
Excellent written and verbal English language skills, additional language (eg. French, Portuguese) is a plus
Customer oriented mindset, able to listen, understand, and find a solution to the most difficult customer requests with professionalism and empathy
Comfortable with multi-tasking; able to work under intense pace and high pressure
Proactive and ambitious learner, able to quickly adapt to the fast changing requirements, remain organized through lots of change and updated materials
The desire to develop leadership skills, to drive a team’s success and support teammates within the role’s scope, being comfortable and composed when either giving or receiving feedback
Self motivated and self disciplined, take ownership & accountability (solving enquiries from start to finish)
Great attention to details, sensitive to issues or potential issues and proactively seek for solutions
Strong analytical skill, able to use data / best judgement to prioritize tasks that have the most value-add impact
Excellent interpersonal and communication skills to enable effective interaction and collaboration within the team and key business stakeholders. Able to adapt the communication style to different audiences.
Ability to work on a flexible schedule
Familiarity with Microsoft Office suite and CRM software
Customer service experience
Payment related experience (banking, forex company)
International experience (preferred)
Technologies We Use:
Zendesk
Google Workspace
Banking and partner back offices
Looker
What We Offer:
Competitive compensation
Employee Stock Purchase Plan (ESPP)
Flying Start - Our immersive Global Induction Program (Meet our Execs & Global Teams)
Work with brilliant people that will keep you on your toes, learn more about their journeys by checking out #InsideFlywire on social media
Dynamic & Global Team (we have been collaborating virtually for years!)
Wellbeing Programs (Mental H…