Key Account Manager

OTT Pay is part of the OTT Financial Group, which is a fully funded, established fintech leader delivering streamlined financial payment solutions. We are a results-driven organization aggressively scaling our mobile-first platform, which spans acquiring, card issuing, cross-border payments, loyalty solutions, and our rapidly evolving SuperApp ecosystem. We are seeking an experienced Key Account Manager to drive enterprise-level growth within Canada’s restaurant, retail, and multi-location service sectors. This is not a high-volume transactional sales role. You will focus on winning and expanding large enterprise accounts, each representing significant annual transaction volume and long-term strategic value. The ideal candidate thrives in complex sales environments, manages multi-stakeholder buying processes, and builds trusted advisor relationships with senior executives. What’s in it for you: Base Salary $90K + Commissions Extended Health, Dental, and Vision Benefits Life and Disability Insurance Performance Bonus Vacation Leave Learning and Professional Development Support A chance to work in a dynamic, collaborative, progressive and high performing team Community involvement through the annual Terry Fox Run Tremendous opportunities for Growth and Development Key Responsibilities Enterprise Account Acquisition • Identify, target, and win multi-location and enterprise-level clients • Conduct strategic account research and develop executive outreach plans • Manage long, complex sales cycles (3–12+ months) • Achieve 12-20 new enterprise wins annually 2. Complex Sales Management • Navigate multi-stakeholder environments (Finance, IT, Operations, Procurement) • Lead RFP responses, proposal development, and contract negotiations • Coordinate internal technical, legal, and product teams to advance deals 3. Solution & Value Positioning • Design tailored payment solutions aligned with client business models • Build and present ROI-driven business cases to senior leadership • Address technical integration requirements in partnership with engineering 4. Account Growth & Retention • Serve as a long-term strategic advisor post-sale • Conduct regular business reviews and identify expansion opportunities • Drive upsell, cross-sell, and footprint growth while maintaining strong retention 5. Strategic Contribution • Gather competitive and market insights from enterprise clients • Provide structured feedback to leadership and product teams • Support development of vertical and enterprise growth strategies Skills & Competencies • Strong executive-level communication and presentation skills • High commercial acumen and financial literacy (ROI, TCO, EBITDA understanding) • Strategic thinker with consultative selling approach • Strong stakeholder mapping and influence management • Excellent organizational and pipeline management skills • Strong negotiation and commercial acumen • Excellent relationship-building and communication skills • Ability to engage executive and technical stakeholders • Self-starter with an entrepreneurial mindset Preferred Qualifications • Existing network within Canadian POS or ISV ecosystems • Experience building a partner program from early stage • Background in restaurant, retail, or SaaS verticals Inclusivity Statement OTT Financial Group is committed to fostering an inclusive and accessible environment where all employees feel valued and respected. We are committed to providing reasonable accommodation, if required, and will work with you to meet your need.

The Key Account Manager will be responsible for identifying, targeting, and winning multi-location and enterprise-level clients through managing long, complex sales cycles and leading RFP responses. Post-sale, the role involves serving as a long-term strategic advisor, conducting business reviews, and driving upsell and cross-sell opportunities.

Candidates must possess strong executive-level communication, high commercial acumen, and a strategic, consultative selling approach to navigate multi-stakeholder buying processes. Experience in complex sales environments, strong negotiation skills, and the ability to build trusted advisor relationships with senior executives are essential.

• Extended Health • Dental • Vision Benefits • Life Insurance • Disability Insurance • Performance Bonus • Vacation Leave • Learning and Professional Development Support

Relevées dans la description du poste. Confirmez les exigences importantes ci-dessus.

• Executive-Level Communication
• Presentation Skills
• Commercial Acumen
• Financial Literacy
• Strategic Thinking
• Consultative Selling
• Stakeholder Mapping
• Influence Management
• Organizational Skills
• Pipeline Management
• Negotiation
• Relationship Building
• Technical Stakeholder Engagement
• Entrepreneurial Mindset
• Account Acquisition
• Complex Sales Management

• Sales
• Finance & Accounting
• Management & Leadership

Expérience minimale

5+ ans

Langue de l’offre

anglais

Heures de travail

40 heures par semaine