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 Canadas 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.

Whats 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

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 (312 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.

Required Experience:

Manager