Jobs at Flywire in Canada, Toronto

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:

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:

We are seeking a highly motivated and experienced
Senior Sales Engineer, Education to join our Education Team, supporting the Eastern Time Zone, with a focus in Ontario and the northeastern United States.

This role is a critical part of our sales process, bridging the gap between our cutting-edge technology and the specific needs of higher education institutions. The ideal candidate will possess a deep understanding of university architecture, a strong technical background, and excellent communication skills to effectively articulate the value of our software to technical and non-technical audiences. Success in this role depends as much on building trust and long-term relationships as on technical expertise.

Key Responsibilities:

• Senior Level Engagement: Responsible for senior coverage of primary IT Institutional stakeholders (CTO, CIO, IT Director, etc.), which includes developing trusted advisor relationships that go beyond technical discussions to understanding institutional goals and challenges.
• Pre-Sales Technical Support: Serve as the primary technical consultant for the sales team, providing collaboration and expert guidance during the entire sales cycle - from initial discovery of unmet needs to building alignment across stakeholders, and helping position solutions that support their institutional strategy.
• System Architecture Analysis: Proactively engage with IT leadership and technical staff at higher education institutions to understand their existing system architecture, including Student Information Systems (SIS), Learning Management Systems (LMS), Enterprise Resource Planning (ERP) systems (e.g., Banner, PeopleSoft, Workday), and other core platforms.
• Solution Scoping and Customization: Conduct technical discovery sessions with active listening to identify integration requirements, data workflows, and potential challenges. Translate technical understanding into actionable recommendations that build confidence and credibility for the value of our software and how it can be seamlessly integrated into their specific environment.
• Product Demonstrations: Prepare, configure, and deliver compelling, tailored technical demonstrations to a wide range of stakeholders, including C-level executives, deans, faculty, and IT administrators. Highlight key features, benefits, and the technical feasibility of implementation.
• RFP/RFI Management: Partner with the sales team to respond to technical sections of RFPs (Request for Proposals) and RFIs (Request for Information), ensuring accurate and comprehensive responses that showcase our technical capabilities and reflect a clear understanding of each institution’s context and priorities.
• Technical Client Management: Build and maintain strong, trusted relationships with technical contacts at prospective and current clients. Act as a trusted advisor.
• Market Intelligence: Stay current with trends in higher education technology, including emerging architectures, cloud services & developments, data security protocols, and competitive solutions.
• Internal Collaboration: This role requires a strong cross-functional collaboration across various internal teams
  

What we are looking for:

• Education: Bachelor’s degree in Computer Science, Information Technology, or a related field.
• Experience:
  • 5+ years experience in a technical sales, sales engineering, or solutions architecture role, preferably within the education technology sector.
  • Demonstrable knowledge of the technical landscape of higher education institutions, including common enterprise systems
  • Familiarity with integration methods such as APIs (REST, SOAP), single sign-on (SSO) protocols (SAML, OAuth), and data exchange formats (JSON, XML).
  • Knowledge of the Higher Education space in general and have worked with EDU systems such as PeopleSoft, Banner, Colleague, or Workday
  • Proven track record of successfully guiding technical discussions and closing complex software sales.
• Skills:
  • Exceptional communication and presentation skills, with the ability to translate complex technical concepts into clear, concise business value.
  • Strong analytical and problem-solving abilities to diagnose technical challenges and propose effective solutions.
  • Self-motivated, proactive, and able to work independently as well as part of a team.
  • Solid interpersonal awareness and ability to adapt communication styles to build rapport across technical and business audiences
  • Ability to travel as required to client sites and industry conferences.
• Preferred Qualifications:
  • Direct experience working within a university IT department or technical consulting for EDU and/or technical sales within the EDU sector.
  • Hands-on experience with specific higher education platforms (e.g., Ellucian Banner, Oracle PeopleSoft Campus Solutions, Workday Student).
  • Knowledge of student data security and privacy regulations (e.g., FERPA).
    

What We Offer:

• Competitive compensation, including Restricted Stock Units
• Employee Stock Purchase Plan (ESPP)
• Flying Start - Our immersive Global Induction Program
• 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) with Global FlyMates
• Be a meaningful part in our success - every FlyMate makes an impact
• Competitive time off including FlyBetter Days to volunteer in a cause you believe in and Digital Disconnect Days!
• Great Talent & Development Programs

Submit today and get started!

We are excited to get to know you! Throughout our process you can expect to meet with different FlyMates including the Hiring Manager, Peers on the team, the VP of the department, and a skills assessment. Your Talent Acquisition Partner will walk you through the steps and be your “go-to” person for any questions.

Flywire is an equal opportunity employer. With over 30 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.

Flywire is an equal opportunity employer.

#LI-remote

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:

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:

We are seeking a highly motivated and experienced to join our Canada Education team. This role is a critical part of our sales process, bridging the gap between our cutting-edge technology and the specific needs of higher education institutions. The ideal candidate will possess a deep understanding of university architecture, a strong technical background, and excellent communication skills to effectively articulate the value of our software to technical and non-technical audiences. Success in this role depends as much on building trust and long-term relationships as on technical expertise.

Key Responsibilities:

• Senior Level Engagement: Responsible for senior coverage of primary IT Institutional stakeholders (CTO, CIO, IT Director, etc.), which includes developing trusted advisor relationships that go beyond technical discussions to understanding institutional goals and challenges.
• Pre-Sales Technical Support: Serve as the primary technical consultant for the sales team, providing collaboration and expert guidance during the entire sales cycle - from initial discovery of unmet needs to building alignment across stakeholders, and helping position solutions that support their institutional strategy.
• System Architecture Analysis: Proactively engage with IT leadership and technical staff at higher education institutions to understand their existing system architecture, including Student Information Systems (SIS), Learning Management Systems (LMS), Enterprise Resource Planning (ERP) systems (e.g., Banner, PeopleSoft, Workday), and other core platforms.
• Solution Scoping and Customization: Conduct technical discovery sessions with active listening to identify integration requirements, data workflows, and potential challenges. Translate technical understanding into actionable recommendations that build confidence and credibility for the value of our software and how it can be seamlessly integrated into their specific environment.
• Product Demonstrations: Prepare, configure, and deliver compelling, tailored technical demonstrations to a wide range of stakeholders, including C-level executives, deans, faculty, and IT administrators. Highlight key features, benefits, and the technical feasibility of implementation.
• RFP/RFI Management: Partner with the sales team to respond to technical sections of RFPs (Request for Proposals) and RFIs (Request for Information), ensuring accurate and comprehensive responses that showcase our technical capabilities and reflect a clear understanding of each institution’s context and priorities.
• Technical Client Management: Build and maintain strong, trusted relationships with technical contacts at prospective and current clients. Act as a trusted advisor.
• Market Intelligence: Stay current with trends in higher education technology, including emerging architectures, cloud services & developments, data security protocols, and competitive solutions.
• Internal Collaboration: This role requires a strong cross-functional collaboration across various internal teams
  

What we are looking for:

• Education: Bachelor’s degree in Computer Science, Information Technology, or a related field.
• Experience:
  • 5+ years experience in a technical sales, sales engineering, or solutions architecture role, preferably within the education technology sector.
  • Demonstrable knowledge of the technical landscape of higher education institutions, including common enterprise systems
  • Familiarity with integration methods such as APIs (REST, SOAP), single sign-on (SSO) protocols (SAML, OAuth), and data exchange formats (JSON, XML).
  • Knowledge of the Higher Education space in general and have worked with EDU systems such as PeopleSoft, Banner, Colleague, or Workday
  • Proven track record of successfully guiding technical discussions and closing complex software sales.
• Skills:
  • Exceptional communication and presentation skills, with the ability to translate complex technical concepts into clear, concise business value.
  • Strong analytical and problem-solving abilities to diagnose technical challenges and propose effective solutions.
  • Self-motivated, proactive, and able to work independently as well as part of a team.
  • Solid interpersonal awareness and ability to adapt communication styles to build rapport across technical and business audiences
  • Ability to travel as required to client sites and industry conferences.
• Preferred Qualifications:
  • Direct experience working within a university IT department or technical consulting for EDU and/or technical sales within the EDU sector.
  • Hands-on experience with specific higher education platforms (e.g., Ellucian Banner, Oracle PeopleSoft Campus Solutions, Workday Student).
  • Knowledge of student data security and privacy regulations (e.g., FERPA).
    

What We Offer:

• Competitive compensation, including Restricted Stock Units
• Employee Stock Purchase Plan (ESPP)
• Flying Start - Our immersive Global Induction Program
• 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) with Global FlyMates
• Be a meaningful part in our success - every FlyMate makes an impact
• Competitive time off including FlyBetter Days to volunteer in a cause you believe in and Digital Disconnect Days!
• Great Talent & Development Programs

Submit today and get started!

We are excited to get to know you! Throughout our process you can expect to meet with different FlyMates including the Hiring Manager, Peers on the team, the VP of the department, and a skills assessment. Your Talent Acquisition Partner will walk you through the steps and be your “go-to” person for any questions.

Flywire is an equal opportunity employer. With over 30 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.

Flywire is an equal opportunity employer.

#LI-remote

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:

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

We are looking for an experienced Relationship Manager to join our Canada team who is not only dedicated to client success but is driven by curiosity and an eagerness to learn.

As a trusted partner, the Relationship Manager, Canada West will work closely with client stakeholders to understand their goals, drive adoption of Flywire solutions, and deliver exceptional client satisfaction, retention & loyalty. This role is critical in building long-term, value-driven relationships that increase utilization, uncover new opportunities, and ultimately drive retention and revenue growth. We are looking for someone with curiosity and an eagerness to learn - always looking for the next challenge.

Key Responsibilities:

• Serve as the primary relationship owner for an assigned client portfolio, fostering strategic and operational partnerships across multiple campus offices.
• Maintain regular communication to ensure client satisfaction, discuss updates, address concerns, and manage expectations
• Develop & execute strategic account plans that document client objectives, goals, and maximize growth opportunities.
• Manage contract renewals, upsell new products, and lead negotiations with the support of internal teams.
• Oversee any project implementations and rollouts, ensuring a smooth client and payer experience.
• Promptly and professionally address and resolve customer escalations, issues, or conflicts to maintain a positive business relationship.
• Adopt a data-driven approach, working alongside Client Analysts, to spot potential risks and strategize on best practices to mitigate those risks
• Deliver high-quality presentations and communications to client stakeholders, including senior executives.
• Research and monitor market trends and competitor activities to proactively identify threats and opportunities that may impact our existing business.
• Monitor and report on client performance, service delivery, and progress toward goals to Canada leadership.
  

Here’s What We’re Looking For:

• 3–5 years of experience in relationship management, account management, or consultative sales.
• Bachelor’s Degree in Business, Communications, Marketing, or a related field.
• Strong commercial drive and ability to identify, diagnose, and solve client business challenges.
• Excellent communication and presentation skills, with the ability to build credibility across all levels, including executives.
• Proven success in managing contract renewals and negotiations.
• Strong organizational skills with the ability to manage multiple priorities and initiatives simultaneously.
• Problem-solving and project management skills with a proactive, data-driven approach.
• Experience in higher education and/or fintech preferred.
• Salesforce or other CRM experience a plus.
• Willingness to travel ~35%.

What We Offer:

• Competitive compensation, including Restricted Stock Units
• Employee Stock Purchase Plan (ESPP)
• Flying Start - Our immersive Global Induction Program
• 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) with Global FlyMates
• Be a meaningful part in our success - every FlyMate makes an impact
• Competitive time off including FlyBetter Days to volunteer in a cause you believe in and Digital Disconnect Days!
• Great Talent & Development Programs

Submit today and get started!

We are excited to get to know you! Throughout our process you can expect to meet with different FlyMates including the Hiring Manager, Peers on the team, the VP of the department, and a skills assessment. Your Talent Acquisition Partner will walk you through the steps and be your “go-to” person for any questions.

Flywire is an equal opportunity employer. With over 30 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.

Flywire is an equal opportunity employer.

#LI-Remote

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:

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
We, at Flywire, are seeking a dynamic individual for the role of Strategic Partner Manager, Canada.

As a member of our global strategic partnership team, you will be responsible for identifying and cultivating new strategic relationships with third parties in the Education sector. This role involves sourcing and launching new partnerships, nurturing existing partner relationships, managing the client pipeline generated through our partners, and identifying further growth opportunities within our current partner network. You will develop a deep understanding of Flywire’s services and solutions in order to communicate effectively with our partners and work with the client-facing teams to identify which clients will find the most value in our joint offering. Our success is dependent on developing and fostering our partner relationships and this role will be a crucial part of our team. We are looking for someone who:

• Relationship Builder & Partner Advocate: Passionately drives partner satisfaction by cultivating strong, impactful, and trust-based relationships.
• Strategic Thinker with Commercial Acumen: Thinks strategically about the Canadian partner ecosystem and aligns Flywire’s global vision with local execution. Understands market trends, competitor dynamics, and partner business models to identify opportunities.
• Results-Oriented Sales Driver: Demonstrates sales tenacity and resilience, consistently pursuing new strategic opportunities and closing deals. Strong track record of hitting or exceeding revenue targets through partner-led motions.
• Collaborative Operator: Works cross-functionally with Sales, Marketing, Product, and Client Success teams to deliver joint success.
• Effective Communicator & Influencer: Communicates vision and strategy clearly, tailoring messaging for C-suite executives, technical stakeholders, and internal Flymates. Skilled in negotiation, persuasion, and conflict resolution.
• Creative Executor: Brings innovative ideas to life by translating Flywire’s strategic priorities into partner-specific go-to-market (GTM) plans.

Partner Management (65%)

• You will be responsible for working with the Director of Strategic Partnerships and regional leadership teams to develop a market specific partner strategy that aligns with the region's annual revenue goals.
• Develop and execute a Canada-specific partner strategy aligned to regional revenue goals.
• Manage and grow relationships with channel and technology partners to drive pipeline and client success.
• Enable partners and Flywire teams through training, SOPs, and regular performance reviews.
• Report on KPIs, pipeline, and revenue share while coordinating with Finance.
• Represent Flywire at industry events to strengthen brand awareness and expand networks.

New Partner Prospecting (35%)

• Identify and source new partner opportunities that align with Flywire’s growth strategy.
• Negotiate and execute strategic contracts with favorable terms for Flywire.
• Create and manage go-to-market plans and the full onboarding lifecycle for new partners.
  

Here’s What We’re Looking For:
Experience

• 5+ years of experience in partner management, business development, or sales, ideally within the education technology or Canadian Higher Education sector.
• Proven ability to build and manage successful technology partnerships, especially those integrated with ERP and Student Information Systems (SIS).
• Track record of developing and executing joint go-to-market strategies.

Knowledge

• Deep understanding of Higher Education ERP systems (Ellucian Banner, Oracle PeopleSoft, Workday Student).
• Strong grasp of Higher Education technology trends, challenges, and opportunities.
• Familiarity with integration technologies and APIs is a plus.
• Knowledge of sales cycles and partner ecosystems within Higher Education.

Skills

• Exceptional communication, presentation, and interpersonal skills; able to influence stakeholders at all levels.
• Strong negotiation, problem-solving, and relationship-building skills.
• Analytical thinker with ability to turn data into actionable insights.
• Skilled project manager who thrives in fast-paced, multi-project environments.
• Proficiency in CRM tools (Salesforce preferred).
• French language skills are a strong plus.

What We Offer:

• Competitive compensation, including Restricted Stock Units
• Employee Stock Purchase Plan (ESPP)
• Flying Start - Our immersive Global Induction Program
• 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) with Global FlyMates
• Be a meaningful part in our success - every FlyMate makes an impact
• Competitive time off including FlyBetter Days to volunteer in a cause you believe in and Digital Disconnect Days!
• Great Talent & Development Programs

Submit today and get started!

We are excited to get to know you! Throughout our process you can expect to meet with different FlyMates including the Hiring Manager, Peers on the team, the VP of the department, and a skills assessment. Your Talent Acquisition Partner will walk you through the steps and be your “go-to” person for any questions.

Flywire is an equal opportunity employer. With over 30 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.

Flywire is an equal opportunity employer.

#LI-Remote