Senior Sales Executive

1120747
  • Job type

    Permanent
  • Location

    Toronto
  • Profession

    Sales And Marketing
  • Industry

    Banking & Financial Services
  • Pay

    Salary & commission

Driving enterprise fintech growth in Canada’s digital payments ecosystem through strategic B2B sales.

A leading digital payments company is seeking a dynamic Senior Sales Executive to accelerate product sales efforts across Canada. The candidate will drive growth in complex enterprise or financial services sales. The ideal candidate should be a proven pipeline builder and deal-closer with experience in long-cycle, high-value B2B sales—ideally in fintech, payments, or SaaS.

This is an individual contributor role, reporting directly to the regional sales leadership, and is central to the mission of expanding product-led growth in one of the company’s most strategic markets. The candidate should bring an understanding of Canada’s financial services ecosystem—including regulatory frameworks and digital payment trends—combined with a proven track record of selling enterprise-grade fintech products. This role requires a focused, disciplined, and execution-based seller who can open doors for high-value engagements with banks, fintechs, government entities, and infrastructure players in the Canadian payments space.

Core Objectives
  • Establish the company as a strong, credible, and trusted solution provider
  • Increase market share (New Logos), wallet share (existing customers), and build brand mindshare
  • Drive both organic growth (within install base) and inorganic growth (new logo acquisition)

Key Responsibilities
1. Market Expansion & Revenue Growth
  • Execute strategic sales plans to expand the company’s footprint in the Canadian digital payments market
  • Identify, engage, and convert target accounts to build a high-quality pipeline
  • Define and deliver on monthly, quarterly, and annual revenue targets as agreed with the leadership team
  • Prioritize product-led revenue with a clear focus on profitability and recurring business models

2. New Business Acquisition
  • Leverage existing relationships with Tier 1 banks, credit unions, fintechs, government-regulated entities, etc. to open doors
  • Identify and engage with public-sector organizations involved in payment system innovation, digital infrastructure, or financial inclusion initiatives
  • Use a consultative and product-led sales approach to generate leads, build and nurture opportunities, and drive closures
  • Develop detailed win strategies, lead proposals, and own the end-to-end RFP process along with product pre-sales
  • Deliver compelling product presentations and demonstrations to C-level and executive stakeholders along with product pre-sales

3. Organic Growth & Account Expansion (When applicable)
  • Build and nurture long-term relationships with key stakeholders and decision-makers within client organizations
  • Understand clients’ payment processing needs and deliver tailored, high-value solutions
  • Grow revenue within existing accounts year-over-year by increasing wallet share and customer advocacy
  • Convert clients into reference accounts and brand ambassadors

4. Market Intelligence, Sales Collateral & Commercials
  • Lead the creation of sales proposals, contracts, and collateral for specific opportunities
  • Provide strategic inputs on pricing, competition, client insights, and positioning
  • Own all commercial and contractual negotiations through to closure
  • Apply effective discovery to position the company’s solutions as strategic enablers

5. Channel & Strategic Partnerships
  • Help identify, onboard, and scale relationships with channel and strategic partners to amplify market reach
  • Ensure partner alignment with the company’s go-to-market approach
  • Enable partners along with pre-sales where needed to ensure value-based selling and customer success

6. Product Knowledge
  • Develop an understanding of the company’s digital payments portfolio including product features, value propositions, and integration capabilities
  • Stay abreast of competitor offerings, emerging technologies, and evolving customer needs
  • Provide clients with strategic insights and guidance on industry shifts and solution applicability

7. Cross-functional, Cross-culture Collaboration & Teamwork
  • Collaborate closely with internal teams of Marketing, Product, Delivery, Pre-Sales, Research, and Customer Success to ensure a seamless client experience.
  • Operate effectively across time zones and cultures, driving internal alignment and client value
  • Share client feedback regularly to inform product enhancements and innovation priorities
  • Demonstrate a strong commitment to Diversity, Equity, and Inclusion (DEI), including respect for Indigenous communities and multicultural sensitivity

8. Win-Loss Analysis
  • Document and present win-loss learning for all opportunities
  • Ensure feedback is used constructively for continuous improvement in sales approach and organizational learning

9. Sales Reporting & Forecasting
  • Maintain regular cadence of reporting, pipeline reviews, and coaching interactions with sales leadership
  • Use CRM tools and defined processes to track leads, opportunities, forecasts, and performance metrics

Qualifications
  • 8–12 years of B2B sales experience
  • Proven experience as a Sales Executive in financial services, payments, or enterprise software
  • Strong track record of closing $500K–$5M+ deals
  • Success in product-led sales, ideally in complex B2B environments
  • Domain knowledge of digital payments—including Real-time Payments, Bill Payments, Overlay Services, Fraud and Risk Management, Merchant Acquiring, Cross-border Payments, and Payment Modernization
  • Existing relationships and strong networks within Canadian Tier 1 banks, credit unions, central infrastructure operators, financial institutions, and fintechs
  • Excellent presentation, negotiation, and stakeholder management skills
  • Proven ability to exceed sales targets consistently with a track record of quota achievements of 100–120%
  • Strong collaborators with a bias toward teamwork and cross-functional success
  • Bilingual proficiency in English and French is a strong asset.
  • Willingness to travel across Canada as needed
  • Bachelor’s or higher degree in Business, Marketing, Finance, or a related field

Performance Metrics
Includes but is not limited to:
  • Achievement of monthly, quarterly, and annual sales targets
  • Year-on-year growth from existing clients
  • Increase in wallet share across accounts
  • Product-to-services revenue ratio
  • Win–loss ratio across opportunities
  • Cross-functional teamwork to ensure delivery and adoption
  • Pipeline velocity, coverage, and forecast accuracy

Compensation & Benefits
  • Competitive base salary with performance-linked commission and bonus structure
  • Comprehensive extended health insurance (medical, dental, vision)
  • Group RRSP with employer contribution (if applicable)
  • Paid time off, wellness programs, and employee assistance services
  • Opportunities for professional development, international exposure, and career growth

Apply for this job

Talk to Casey Thompson, the specialist consultant managing this position

Located in Toronto (EN), 8 King Street East, 20th FloorTelephone:  4378262564