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!
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 4,800 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 world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.
The Opportunity
Flywire acquired Sertifi in early 2025 and has aggressive plans to integrate Sertifi into the existing Flywire environment. We need a self-motivated and highly driven Client Success Specialist to work closely with our customers as we upgrade them to the combined system. The individual will play a critical role in Flywire’s most important project of 2026, ensuring an understanding of specific customer workflows, navigating the customer side updates, maintaining adoption through change, and working closely with the product and development team to ensure all customers needs are met. This role seamlessly transitions into an ongoing Client Success specialist role in the future.
Key Responsibilities
- Oversee customer upgrade projects to the combined system as new features become available. Key responsibilities include managing change, promoting continued or increased adoption, and providing necessary education to ensure strong account health throughout the transition.
- Educate clients of the self-service tools and other key features not being used that could benefit the customer and realize additional value
- Use Customer Success Software (ChurnZero) to apply account specific messaging that leads to engagement and positive change
- Collaborate with Enterprise CSM’s to strategize and understand the brand requirements for the upgraded Flywire system.
- Host brand or property specific webinars to foster a community of understanding, account growth and overall adoption of Sertifi
- Develop an in-depth knowledge of all Sertifi products and services; maintain product expertise across our platform
- Establish high-level of personal credibility and build strong relationships to improve customer health
- Deliver high-impact training, establish custom workflows, and provide white-glove onboarding via web conferencing.
- Collaborate cross-functionally with Sales, Product, Engineering, and Support teams to resolve issues and unlock growth opportunities.
- Actively manage customer interactions via Salesforce, ChurnZero, and Zendesk while delivering clear, actionable insights to internal stakeholders.
- Target Property Management Groups to partner on designing an adoption and education plan for their portfolio of hotels using Sertifi ensuring strong account health
- Identify opportunities for account growth and work with the account owner to expand/upsell
- Work on ad hoc customer set up and adoption projects as needed
Here's what we're looking for
- 3–5 years of experience in customer success, implementation, or enterprise onboarding in a SaaS environment.
- 2–3 years of experience in the hospitality industry, ideally working with hotels, travel technology platforms, or related verticals.
- Demonstrated success managing complex customer projects and drive customer outcomes independently.
- Strong knowledge of Salesforce and customer success software (e.g., ChurnZero).
- Exceptional communication skills, with the ability to engage audiences ranging from end users to C-level executives.
Attributes for Success
- Strategic thinker with strong analytical and problem-solving skills.
- High attention to detail, time management, and organizational skills.
- Empathetic, resourceful, and highly collaborative.
- Comfortable working in a fast-paced, remote-first environment.
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 Health, Wellness, Yoga/Pilates/HIIT Classes) with Global FlyMates
- Competitive time off including FlyBetter Days to volunteer in your community and Digital Disconnect Days!
- Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers!)
Submit today and get started!
We are excited to get to know you! Throughout our process you can expect to meet different FlyMates including the Hiring Manager, other Flymates, and participate in a skills assessment. Your Talent Acquisition Partner will walk you through the steps and be your “go-to” person for questions.
Flywire is an equal opportunity employer. With over 40 nationalities across 12 different offices, and diversity and inclusion at the core of our people agenda, we believe our FlyMates are our greatest asset, and we’re excited to watch our unique culture evolve with each new hire.
The US base salary range for this full-time position is $65,000 - $80,000 plus 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.
#LI-Hybrid
Top Skills
Flywire Chicago, Illinois, USA Office
333 N Green St Suites 812 & 813, Chicago, IL, United States, 60607
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