Flywire

Senior Sales Manager

Flywire

full-time

Posted on:

Location Type: Remote

Location: Canada

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Salary

💰 CA$120,000 - CA$140,000 per year

Job Level

Senior

About the role

  • 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.
  • 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.
  • Represent Flywire as a senior industry presence at major education conferences, institutional roundtables, and leadership forums.

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.
Benefits
  • Competitive compensation
  • Employee Stock Purchase Plan (ESPP)
  • Flying Start - Our immersive Global Induction Program (Meet our Execs & Global Teams)
  • 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!)
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
enterprise salesconsultative sellingrelationship managementsales strategyGTM strategyprocurement frameworksmulti-stakeholder sales cyclesbilingual communication
Soft Skills
executive presencecommunication skillsinfluence capabilityorganizational skillsdisciplineadaptabilitystrategic thinking