Strategic Implementation Specialist
Flywire
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Boston, MA
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Associate
Posted April 17, 2026
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Responsibilities
Commitments
Responsibilities
- By driving consistent usage, efficiency, and long term adoption, this role establishes Sertifi Pay as the primary collection method and supports sustainable outcomes across single properties, property management groups, and strategic brand names.
- Manage high impact implementations for strategic customers, owning the full implementation and adoption lifecycle across single properties, property management groups, and strategic brand names.
- Deliver a white glove experience by tailoring Sertifi and Flywire solutions to customer workflows across sales, events, finance, accounting, and operational teams.
- Lead the implementation and adoption of Sertifi Payments (Sertifi Pay), establishing it as the primary collection method and driving consistent usage across daily operations.
- Partner cross functionally with Sales, RevOps, Product, and Technology teams to remove roadblocks, manage dependencies, and ensure successful outcomes.
- Apply change management and project management best practices to navigate complex implementations, optimize workflows, and support long term customer success.
- Facilitate trainings, working sessions, and executive level touchpoints as needed to reinforce adoption, address gaps, and align stakeholders.
- Track implementation progress, adoption milestones, and key risks, ensuring timelines are met while maintaining a high quality customer experience.
Commitments
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Requirements
- 3+ years of experience in implementation, SaaS, or customer facing roles with ownership of strategic or high value customer lifecycles.
- Demonstrated experience leading complex implementations and driving post go live adoption across payments, workflows, and operational teams.
- Strong understanding of payments and collections workflows, including credit card, ACH, surcharging, and reconciliation, with the ability to translate complexity into clear guidance.
- Exceptional communication and stakeholder management skills, with experience engaging cross functional teams and executive level audiences.
- A solutions first mindset focused on removing barriers rather than creating them, with the ability to proactively identify risks, unblock progress, and keep customers and teams moving forward.
- Proven ability to apply project management and change management principles to navigate ambiguity, manage competing priorities, and deliver outcomes.
- Comfortable working independently while partnering closely with Sales, RevOps, Product, and Technology teams to achieve shared goals.
- Committed to delivering a high touch, trust based customer experience that supports long term adoption and measurable success.
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.
Job Description
The Opportunity:
The Strategic Implementation Specialist ensures seamless rollouts for strategic customers by delivering a white glove implementation and adoption experience across Sertifi and Flywire solutions. This role owns the full lifecycle of customer success, leading change management and project management efforts to integrate Sertifi Payments (Sertifi Pay), which may include any combination of credit card, ACH, surcharging, and reconciliation, into customer workflows that impact sales, events, finance, accounting, and daily operations. By driving consistent usage, efficiency, and long term adoption, this role establishes Sertifi Pay as the primary collection method and supports sustainable outcomes across single properties, property management groups, and strategic brand names.
Challenges You'll Tackle:
Manage high impact implementations for strategic customers, owning the full implementation and adoption lifecycle across single properties, property management groups, and strategic brand names.
Deliver a white glove experience by tailoring Sertifi and Flywire solutions to customer workflows across sales, events, finance, accounting, and operational teams.
Lead the implementation and adoption of Sertifi Payments (Sertifi Pay), establishing it as the primary collection method and driving consistent usage across daily operations.
Partner cross functionally with Sales, RevOps, Product, and Technology teams to remove roadblocks, manage dependencies, and ensure successful outcomes.
Apply change management and project management best practices to navigate complex implementations, optimize workflows, and support long term customer success.
Facilitate trainings, working sessions, and executive level touchpoints as needed to reinforce adoption, address gaps, and align stakeholders.
Track implementation progress, adoption milestones, and key risks, ensuring timelines are met while maintaining a high quality customer experience.
Qualifications
Here's what we're looking for:
3+ years of experience in implementation, SaaS, or customer facing roles with ownership of strategic or high value customer lifecycles.
Demonstrated experience leading complex implementations and driving post go live adoption across payments, workflows, and operational teams.
Strong understanding of payments and collections workflows, including credit card, ACH, surcharging, and reconciliation, with the ability to translate complexity into clear guidance.
Exceptional communication and stakeholder management skills, with experience engaging cross functional teams and executive level audiences.
A solutions first mindset focused on removing barriers rather than creating them, with the ability to proactively identify risks, unblock progress, and keep customers and teams moving forward.
Proven ability to apply project management and change management principles to navigate ambiguity, manage competing priorities, and deliver outcomes.
Comfortable working independently while partnering closely with Sales, RevOps, Product, and Technology teams to achieve shared goals.
Committed to delivering a high touch, trust based customer experience that supports long term adoption and measurable success.
Additional Information
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 and other Flymates. 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.
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.
Job Description
The Opportunity:
The Strategic Implementation Specialist ensures seamless rollouts for strategic customers by delivering a white glove implementation and adoption experience across Sertifi and Flywire solutions. This role owns the full lifecycle of customer success, leading change management and project management efforts to integrate Sertifi Payments (Sertifi Pay), which may include any combination of credit card, ACH, surcharging, and reconciliation, into customer workflows that impact sales, events, finance, accounting, and daily operations. By driving consistent usage, efficiency, and long term adoption, this role establishes Sertifi Pay as the primary collection method and supports sustainable outcomes across single properties, property management groups, and strategic brand names.
Challenges You'll Tackle:
Manage high impact implementations for strategic customers, owning the full implementation and adoption lifecycle across single properties, property management groups, and strategic brand names.
Deliver a white glove experience by tailoring Sertifi and Flywire solutions to customer workflows across sales, events, finance, accounting, and operational teams.
Lead the implementation and adoption of Sertifi Payments (Sertifi Pay), establishing it as the primary collection method and driving consistent usage across daily operations.
Partner cross functionally with Sales, RevOps, Product, and Technology teams to remove roadblocks, manage dependencies, and ensure successful outcomes.
Apply change management and project management best practices to navigate complex implementations, optimize workflows, and support long term customer success.
Facilitate trainings, working sessions, and executive level touchpoints as needed to reinforce adoption, address gaps, and align stakeholders.
Track implementation progress, adoption milestones, and key risks, ensuring timelines are met while maintaining a high quality customer experience.
Qualifications
Here's what we're looking for:
3+ years of experience in implementation, SaaS, or customer facing roles with ownership of strategic or high value customer lifecycles.
Demonstrated experience leading complex implementations and driving post go live adoption across payments, workflows, and operational teams.
Strong understanding of payments and collections workflows, including credit card, ACH, surcharging, and reconciliation, with the ability to translate complexity into clear guidance.
Exceptional communication and stakeholder management skills, with experience engaging cross functional teams and executive level audiences.
A solutions first mindset focused on removing barriers rather than creating them, with the ability to proactively identify risks, unblock progress, and keep customers and teams moving forward.
Proven ability to apply project management and change management principles to navigate ambiguity, manage competing priorities, and deliver outcomes.
Comfortable working independently while partnering closely with Sales, RevOps, Product, and Technology teams to achieve shared goals.
Committed to delivering a high touch, trust based customer experience that supports long term adoption and measurable success.
Additional Information
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 and other Flymates. 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.