Senior Sales Manager

Flywire

20h • Remote

About The Position

Flywire is a global payments enablement and software company focused on solving high-value, complex payments for clients worldwide. We are seeking a highly seasoned, Senior Sales Executive to lead Flywire’s Higher Education growth strategy across Québec and Atlantic Canada— with Québec as the primary strategic priority. This position can be based in Quebec, Ontario, or Atlantic Canada. This role is designed for a senior leader who brings deep experience in the education sector and understands how to influence outcomes through trusted relationships, partnerships, sector associations, and institutional credibility. Beyond driving revenue, the successful candidate will elevate Flywire’s presence by engaging senior stakeholders, aligning with Provincial political and educational realities, and positioning Flywire as a long-term strategic partner—not simply a technology vendor.

Requirements

• Bilingual - Professional Proficiency French and English.
• 10-15 years experience in Canadian higher education, ERPs, fintech, payments, banking, SaaS, or enterprise technology.
• Proven success leading senior-level enterprise sales engagements and closing complex, multi-stakeholder deals.
• Demonstrated ability to operate effectively in relationship-driven, politically influenced, and institutionally complex environments.
• Exceptional executive presence, communication, and consultative selling skills in both languages.
• Strategic, credible, and trusted leader with demonstrated influence capability.
• Highly organized, disciplined, and effective in a fast-paced, growth-oriented environment.
• Ability to travel extensively within Québec and Atlantic Canada.

Responsibilities

• Develop and execute a GTM strategy rooted in cultural fluency, regional insight, and localized value articulation.
• Establish Flywire as a trusted institutional partner by leveraging long-standing sector relationships and credibility within the education network.
• Navigate governance structures, procurement frameworks, and political nuances unique to Québec’s higher education landscape.
• Build and maintain influential, senior-level relationships with Presidents, CFOs, CIOs, Registrars, Finance, IT, Student Services, and Executive Leadership across universities, CEGEPs, and colleges.
• Serve as Flywire’s senior market presence in the market, acting as a respected advisor, connector, and trusted industry voice.
• Proactively leverage partners, consultants, industry associations, coordination bodies, and policy stakeholders to expand access, strengthen influence, and accelerate credibility.
• Lead regional enterprise sales strategy to deliver sustained revenue growth across Québec and Atlantic Canada.
• Manage complex, multi-stakeholder enterprise sales cycles from discovery to close in both French and English.
• Align Flywire’s value proposition to markets institutional priorities, ensuring solutions meet operational, policy, and student experience needs.
• Build, forecast, and convert a robust institutional pipeline.
• Represent Flywire as a senior industry presence at major education conferences, institutional roundtables, and leadership forums.
• Cultivate Flywire’s reputation through thought leadership, relationship building, and strategic sector engagement.
• Engage Provincial-based influencers and partners when beneficial to enhance brand visibility and institutional access.
• Work closely with Product, Payments & Pricing, Technology, Legal, Compliance, and Marketing to support complex enterprise deal execution.
• Provide strategic market intelligence on trends, competitive environment, regulatory developments, and institutional needs.
• Ensure seamless transition and success with Implementation and Relationship Management teams post-sale.

Benefits

• 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!)

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed
• Number of Employees: 501-1,000 employees