Enterprise Sales Leader, Canada Financial Services – Amazon – Toronto, ON

Amazon Web Services (AWS) Canada is on the hunt for a seasoned Enterprise Sales Leader to take the helm of its Financial Services & Insurance (FSI) business in Canada. Based in Toronto, Ontario, this senior leadership role sits at the intersection of cloud technology, artificial intelligence, and some of Canada’s most complex financial institutions — from big banks and capital markets firms to insurance companies and wealth management providers.

As the AWS FSI Sales Leader for Canada, you’ll be responsible for shaping the strategy that drives cloud and AI adoption across the Canadian financial sector. You’ll lead a team of account managers, own revenue growth targets, forge C-level relationships, and work cross-functionally with partners in solution architecture, marketing, and business development to deliver meaningful outcomes for customers navigating digital transformation.

About the Role: Enterprise Sales Leader, Canada Financial Services

This role is a critical piece of the Amazon Global Sales (AGS) Canada leadership team. You’ll report directly to the Managing Director of AWS Canada and lead account teams responsible for banking, capital markets, insurance, payments, and wealth management customers. The position demands both a hands-on sales operator and a strategic thinker capable of influencing across matrixed organizations without always having direct reporting lines.

Beyond your segment responsibilities, you’ll contribute to the broader AWS Canada leadership agenda — participating in cross-functional strategic planning, mentoring leaders across the organization, representing AWS publicly, and modelling the leadership behaviours that define Amazon’s culture and business outcomes. Compliance awareness within the Canadian FSI regulatory environment (including OSFI and privacy frameworks) is essential to the credibility and effectiveness of this role.

Benefits and Salary

Amazon offers a total compensation package for this role that includes a base salary range of $176,000 to $293,900 CAD annually for the Toronto location. In addition to base pay, the package may include sign-on payments, restricted stock units (RSUs), and sales incentives. Benefits include comprehensive health insurance (medical, dental, vision, prescription, and basic life & AD&D), a Registered Retirement Savings Plan (RRSP), a Deferred Profit Sharing Plan (DPSP), paid time off, and additional wellness resources.

Responsibilities

This role carries substantial accountability across revenue, people leadership, and customer strategy. The FSI Sales Leader will balance day-to-day sales operations with long-term account planning, while ensuring the team is equipped to position AWS AI/ML capabilities, agentic AI, and cloud solutions in ways that resonate with the unique regulatory and transformation needs of Canadian financial institutions.

• Own and drive overall revenue and market share growth across the AWS FSI business in Canada, covering banking, capital markets, insurance, payments, and wealth management
• Lead and develop a team of account managers focused on FSI customers, fostering a high-performance culture
• Build C-level relationships with key FSI accounts, engaging directly with CEOs, CIOs, CTOs, and CDOs to close large, complex engagements
• Develop and execute a comprehensive FSI business plan for the Canadian market, including customer-specific strategies for key accounts
• Meet or exceed quarterly revenue targets across all FSI sub-verticals
• Coach your team to articulate compelling AWS value propositions tailored to FSI regulatory requirements and industry needs
• Support customers in migrating to the cloud, adopting modern DevOps practices, and driving digital transformation at scale
• Collaborate cross-functionally with AGS Canada leadership, Partners, Solution Architects, and Customer Solutions Managers to align on go-to-market strategy and resource allocation
• Contribute to AWS Canada’s senior leadership agenda, including cross-functional strategic planning and external representation of the business

Requirements / Skills

This is a senior leadership position that calls for a candidate with a proven record in enterprise technology sales and deep familiarity with the Canadian financial services landscape. AWS values leaders who are self-starters, entrepreneurial in mindset, and capable of driving outcomes through influence as much as direct authority.

• 15+ years of enterprise technology sales experience, with at least 5 years leading sales teams
• Proven track record of consistently meeting or exceeding revenue targets in enterprise accounts, preferably within financial services
• Experience selling cloud-based technology solutions (IaaS, PaaS, SaaS) and developing Enterprise Agreements
• AI/ML solution adoption experience with enterprise customers, including positioning AI capabilities as business transformation enablers
• Experience working with large FSI customers, including banking, insurance, capital markets, payments, and wealth management
• Excellent communication and presentation skills, both written and verbal, with the ability to influence at executive levels
• Knowledge of Canadian FSI regulatory frameworks such as OSFI and privacy regulations is a strong asset
• Experience in a matrixed sales environment and ability to lead cross-functional, solutions-led go-to-market initiatives

How to Apply

To apply, visit the official Amazon job posting using the link below. Make sure your resume is up to date and reflects your enterprise sales leadership experience before submitting.

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