Senior Customer Success Manager (Transformation Advisor) – Amazon – Toronto, ON

At Amazon Web Services (AWS) Canada, a rare leadership opportunity has opened up for a seasoned professional ready to operate at the highest levels of strategy and execution. The Senior Customer Success Manager (Transformation Advisor) – Financial Services role is based in Toronto, Ontario, and places you directly at the centre of some of Canada’s most consequential cloud and AI transformation programmes — working with the country’s most complex financial institutions.

This is neither a support role nor a sales role. It’s a strategic advisory position where your ability to bridge technology and business outcomes will determine how effectively Canada’s financial sector leverages the cloud. You’ll own the customer relationship from strategy through to execution, serve as the go-to escalation point when the stakes are highest, and ensure that AWS customers don’t just adopt cloud and AI — they fundamentally transform because of it.

About the Role: Senior Customer Success Manager (Transformation Advisor)

In this position, you’ll serve as the primary point of accountability for your customers’ cloud and AI transformation journeys, driving alignment across AWS Sales, Solutions Architecture, Professional Services, and Partners. You’ll hold a direct line to C-suite and board-level priorities, co-developing multi-year roadmaps that reshape how financial institutions operate, compete, and serve their clients. On any given day, you might be translating a complex AI solution into a business case for a CFO, advising on migrating critical workloads, or aligning stakeholders across a large, matrixed organization.

Success in this role requires equal command of technical depth and executive communication. You’ll need to earn the trust of engineers while influencing VP- and Director-level decision-makers. You’ll also contribute to internal enablement, develop repeatable delivery mechanisms, and mentor peers to raise the standard for customer success delivery across Canada.

Benefits and Salary

The base salary for this Senior Customer Success Manager role in Toronto ranges from $126,000 to $210,400 CAD annually. As a total compensation employer, Amazon’s package may also include sign-on payments and Restricted Stock Units (RSUs), with final compensation based on experience, qualifications, and location. Benefits include comprehensive health insurance (medical, dental, vision, prescription, basic life and AD&D), a Registered Retirement Savings Plan (RRSP), Deferred Profit Sharing Plan (DPSP), paid time off, and additional resources to support health and well-being.

Responsibilities

This role demands a programme-wide perspective, coordinating across multiple workstreams while keeping a sharp focus on measurable business outcomes. You’ll engage at the executive level, facilitate co-innovation sessions, and provide the strategic oversight that keeps large-scale transformations on track and delivering value.

• Drive measurable outcomes by leading cloud and AI transformation engagements, accelerating value realization across migration, adoption, and strategic technology launches
• Identify and address systemic barriers that stall financial institutions, helping build the governance, operating models, and data infrastructure needed for sustainable progress
• Lead executive-level engagements, co-innovation sessions, and strategic summits, expanding relationships across Lines of Business, Product, and Technology at VP level and above
• Provide programme-wide visibility and coordination using structured delivery mechanisms and measurement frameworks to ensure customers realize the full value of their AWS investment
• Develop repeatable mechanisms, contribute to internal enablement content, and mentor peers to elevate the standard for customer success delivery in Canada
• Align cross-functional teams including AWS Sales, Solutions Architecture, Professional Services, and Partner networks to deliver a unified customer experience

Requirements / Skills

The ideal candidate brings deep experience in both financial services and large-scale cloud or digital transformation, with the executive presence to lead at the highest organizational levels. AWS values diverse career paths, and encourages candidates to apply even if they don’t meet every preferred qualification.

• 5+ years leading large-scale technical or engineering programmes with a proven record in thought leadership, business case development, and successful delivery
• Cloud or digital transformation experience leading programmes across multiple workstreams in complex environments
• Executive relationship management at VP or Director level and above within matrixed organizations
• Financial Services sector knowledge, including regulatory environments, compliance requirements, and digital banking trends
• Programme management expertise, including structured delivery methodologies and risk mitigation practices
• Cloud and AI fluency — familiarity with cloud architecture concepts, AI adoption strategies, data strategy, and cloud migration approaches
• Cloud certification (preferred) — such as AWS Solutions Architect or equivalent cloud technology credential

How to Apply

To apply for this Senior Customer Success Manager position at AWS Canada, use the official link below. Make sure your resume is up to date and reflects your experience with large-scale transformation programmes and executive stakeholder management.

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