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Client Success Specialist

Flywire

Client Success Specialist

Flywire

Boston

·

On-site

·

Full-time

·

5d ago

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 (Churn Zero) 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, Churn Zero, 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., Churn Zero).
  • 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 #Inside Flywire on social media
  • Dynamic & Global Team (we have been collaborating virtually for years!)
  • Wellbeing Programs (Mental Health, Wellness, Yoga/Pilates/HIIT Classes) with Global Fly Mates
  • Competitive time off including Fly Better 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 Fly Mates 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 Fly Mates 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.

Are you ready to trade your job for a journey? Become a Fly Mate!

Passion, excitement & global collaboration are all core to what it means to be a Fly Mate. 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 Fly Mates, representing more than 40 nationalities, and in 12 offices world-wide, we’re looking for Fly Mates to join the next stage of our journey as we continue to grow.

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About Flywire

Flywire

Flywire

Series E

Fly wire, Fly-wire, Flywire or Fly Wire may refer to:Flywire (company), a former unicorn startup company Flywire (screen), a window screen of wire gaze Flywire (thread), a special thread construction used in sneaker manufacturing by Nike Flywire (equipment), wire that isn't visible to the audience...

501-1,000

Employees

Boston

Headquarters

$3.3B

Valuation

Reviews

4.4

4 reviews

Work Life Balance

4.5

Compensation

3.5

Culture

5.0

Career

4.5

Management

5.0

95%

Recommend to a Friend

Pros

Strong leadership and executive vision

Great company culture and supportive environment

Amazing people and team relationships

Cons

No specific concerns mentioned

All reviews uniformly positive

Limited constructive feedback available

Salary Ranges

38 data points

Junior/L3

Junior/L3 · Sales & Operations Associate, Commercial

1 reports

$63,250

total / year

Base

$55,000

Stock

-

Bonus

-

$63,250

$63,250

Interview Experience

52 interviews

Difficulty

3.3

/ 5

Duration

14-28 weeks

Offer Rate

40%

Experience

Positive 69%

Neutral 19%

Negative 12%

Interview Process

1

Phone Screen

2

Technical Interview

3

Hiring Manager

4

Team Fit

Common Questions

Technical skills

Past experience

Team collaboration

Problem solving