Key Account Manager

OTT Financial Group; Toronto; On-site; CAD 90,000; Full time

Benefits offered by this job

Base Salary $90K + Commissions

Extended Health, Dental, and Vision Benefits

Life and Disability Insurance

Performance Bonus

Vacation Leave

Learning and Professional Development Support

Opportunity for Growth and Development

Community involvement

Job summary

A growing fintech firm in Toronto is seeking an experienced Key Account Manager to drive enterprise growth in Canada's restaurant and retail sectors. This position focuses on winning large enterprise accounts and managing complex sales cycles. Ideal candidates will possess strong executive-level communication skills, commercial acumen, and the ability to influence multi-stakeholder environments. The role offers a competitive salary of $90K plus commissions and numerous benefits including health coverage, performance bonuses, and professional development opportunities.

Qualifications

• Strong communication and presentation skills are essential.
• High commercial acumen and understanding of financial metrics.
• Experience in a complex sales environment required.

Responsibilities

• Identify and acquire enterprise-level clients.
• Manage long, complex sales cycles and achieve new wins.
• Design tailored payment solutions that align with client needs.
• Conduct regular business reviews and identify expansion opportunities.
• Gather competitive insights and support growth strategies.

Skills

Executive-level communication

Commercial acumen

Consultative selling

Stakeholder mapping

Negotiation skills

Relationship-building

Organizational skills

Job description

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.

Benefits

• 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

1. 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
   • Navigating 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 leadershipAddress 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

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.