Key skills
SaaSLeadershipCommunicationSales
About this role
Role Overview
- 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!)