Enterprise Sales Executive - Digital Wealth & Financial Services

Location: Toronto, ON | Work Model: Hybrid

Job Overview

We’re looking for an experienced enterprise sales professional to help grow the business across Canada's banking and wealth management sectors.

This is a strategic, market-building opportunity for someone with an established network in Canadian financial services and a strong track record of selling complex technology solutions into large organizations.

This is not a traditional SaaS sales role focused on selling a standard software product. Instead, you’ll take a consultative approach, working with financial institutions to understand their specific business challenges and identify how technology solutions can address their needs, from improving operational efficiencies to transforming digital wealth capabilities.

We’re looking for someone who combines an established network across Canadian financial services with the commercial judgement, entrepreneurial mindset and enterprise sales experience to turn market opportunities into long-term growth.

Why This Role?

Greenfield Opportunity: Build the Canadian sales presence from the ground up, taking ownership of developing the market, identifying opportunities and shaping the go-to-market strategy.

Sell Solutions, Not Just Software: Understand client challenges and work collaboratively with internal teams to develop and position the right technology solutions.

Engage Senior Decision-Makers: Leverage your industry network to build relationships with executives across banking, wealth management and financial services.

Drive High-Value Enterprise Deals: Lead complex sales opportunities involving multiple stakeholders, consultative discussions and lengthy sales cycles.

Key Responsibilities

• Develop and execute a go-to-market strategy for the Canadian financial services market.
• Leverage existing industry relationships to open doors and generate enterprise opportunities.
• Build relationships with senior decision-makers across banking, wealth management and financial services.
• Understand client business challenges and identify opportunities for technology-driven solutions.
• Collaborate with internal teams to develop tailored solutions and demonstrate commercial value.
• Manage complex enterprise sales cycles from initial engagement and solution development through to negotiation and close.
• Identify target accounts, manage the sales pipeline and provide market insights to support business growth.

Key Requirements

• Significant experience in enterprise solution selling, ideally within fintech, digital wealth or banking technology.
• Strong understanding of the Canadian banking and wealth management landscape.
• Established relationships with senior stakeholders across Canadian financial institutions.
• Proven experience selling complex technology solutions into large, sophisticated organizations.
• A consultative sales approach, with the ability to uncover business challenges and position solutions around client needs.
• A track record of managing substantial enterprise opportunities and complex, multi-stakeholder sales cycles.
• Experience developing markets, territory strategies or go-to-market plans.
• Strong commercial judgement, an entrepreneurial mindset and the ability to build relationships and drive growth.

If you’re a commercially minded sales professional with deep financial services knowledge and the ability to turn complex business challenges into technology opportunities, this is your chance to help shape and grow the Canadian market.