Customer Success Manager (Transformation Advisor) – Amazon – Toronto, ON
Location: Toronto, ON | Company: Amazon
At Amazon Web Services (AWS) Canada, there’s a rare opportunity for a seasoned strategic professional to serve as a Customer Success Manager (Transformation Advisor) in the Financial Services sector, based in Toronto, Ontario. This isn’t a support role or a sales position — it’s a high-accountability strategic role sitting at the crossroads of cloud technology, AI transformation, and business strategy for some of Canada’s most complex financial institutions.
You’ll be the person customers call when the stakes are highest. Working directly with C-suite and board-level leaders, you’ll guide multi-year cloud and AI transformation journeys that fundamentally change how financial institutions operate, compete, and serve their clients. If you can translate complex AI solutions into compelling business cases for a CFO while also earning the trust of the engineers building the infrastructure, this role was designed for you.
About the Role: Customer Success Manager (Transformation Advisor)
As the primary point of accountability for your customers’ transformation journeys, you’ll own the end-to-end relationship from strategy through execution. Your day will span translating technical architecture discussions for executive audiences, advising clients on migrating critical workloads, and aligning diverse stakeholders across large, matrixed financial services organizations. You’ll work cross-functionally with AWS Sales, Solutions Architecture, Professional Services, and Partner teams to ensure your customers don’t just adopt the cloud — they genuinely transform because of it.
You’ll also play a meaningful role in raising the bar for customer success delivery across Canada, contributing repeatable mechanisms, mentoring peers, and helping build the internal enablement that scales AWS’s impact in the financial services space.
Benefits and Salary
The base salary for this role ranges from $99,900 to $166,900 CAD annually for Toronto, ON. Amazon’s total compensation package may also include sign-on payments and restricted stock units (RSUs), with final compensation determined 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), a Deferred Profit Sharing Plan (DPSP), paid time off, and additional resources to support health and well-being.
Job Details
📌 Job Type: Full-Time
🏢 Company: Amazon Web Services Canada, Inc.
📍 Location: Toronto, ON
🆔 Requisition ID: 10403982
💰 Pay: $99,900 – $166,900 CAD annually
Responsibilities
In this role, you’ll be driving measurable outcomes at the executive level while navigating the technical and organizational complexity of large financial institutions. Each responsibility is designed to accelerate cloud adoption, remove transformation blockers, and deepen the strategic value AWS delivers to its most important customers in Canada.
- Lead cloud and AI transformation engagements that drive measurable business outcomes, including accelerating value realization across migration, adoption, and strategic technology launches
- Identify and resolve systemic barriers that stall financial institutions on their transformation journeys, helping them build the governance, operating models, and data infrastructure needed to sustain long-term progress
- Initiate and lead customer engagements, co-innovation sessions, and strategic summits, expanding relationships across Lines of Business, Product, and Technology at the VP level and above
- Provide program-wide visibility and coordination across multiple workstreams, applying structured delivery mechanisms and measurement frameworks to ensure customers realize the full value of their AWS investment
- Develop repeatable mechanisms and contribute to internal enablement, mentoring peers to raise the standard for how AWS delivers customer success in Canada
- Translate complex technical solutions into compelling business cases for C-suite and board-level audiences, bridging the gap between engineering realities and executive priorities
Requirements / Skills
The ideal candidate brings a rare blend of technical fluency and executive communication skills, with a proven track record leading large-scale programs in customer-facing environments. AWS values diverse experiences and encourages candidates to apply even if their path has been non-traditional.
- 5+ years of experience leading large-scale technical or engineering programs with demonstrated thought leadership, business case development, and successful program completion
- Customer-facing experience engaging with executives, technologists, or partners to solve business problems using advanced technologies
- Cloud architecture expertise, including experience architecting, migrating, transforming, or modernizing customer requirements to cloud environments
- Large-scale transformation experience in IT, digital, or business transformation or migration programs in a customer-facing capacity
- Knowledge of cloud concepts, AI adoption strategies, data strategy, and cloud migration approaches
- AWS or cloud certification (e.g., AWS Solutions Architect or equivalent) is an asset
- Financial Services sector experience, including familiarity with regulatory environments, compliance requirements, and digital banking trends, is an asset
- Program management skills with experience applying structured delivery methodologies and risk mitigation practices is an asset
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 experience with cloud transformation, executive engagement, and large-scale program delivery before submitting.
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Job Summary & Tips for Applying
Quick Summary & What to Highlight: This Customer Success Manager (Transformation Advisor) role at Amazon Web Services Canada in Toronto is a strong fit for candidates who excel in cloud transformation leadership, executive stakeholder engagement, and program management. On your resume, emphasize any experience with large-scale IT or digital transformation programs, your ability to work across both technical and executive audiences, and your track record driving measurable business outcomes. If you’ve previously worked in or alongside the Financial Services sector, make sure to highlight specific engagements where you navigated regulatory complexity or accelerated cloud adoption.
Resume & Application Tips: Before applying, tailor your resume to match the job description closely. Include keywords like cloud transformation, AI adoption, customer success, and program delivery that appear throughout the posting. Quantify your achievements where possible (e.g., “led migration of 200+ workloads to AWS for a Tier 1 bank” or “reduced time-to-value by 30% through governance redesign”). Write a brief cover letter expressing your interest in AWS Canada‘s mission and your specific experience in the Financial Services space. Double-check your application for any errors and confirm your contact information is current.
Interview Preparation: If selected for an interview, research Amazon Web Services‘s Leadership Principles, recent cloud announcements, and AWS’s approach to the Canadian Financial Services market. Prepare specific examples using the STAR method (Situation, Task, Action, Result) to demonstrate your program leadership, stakeholder alignment, and cloud strategy skills. Common questions may include scenarios about managing executive expectations, overcoming transformation blockers, and coordinating across matrixed organizations. Dress professionally for a technology consulting environment, arrive 10–15 minutes early or log in ahead of schedule for virtual interviews, and bring copies of your resume. Prepare thoughtful questions about the team’s delivery approach, how success is measured in this role, and career growth within AWS Canada. Follow up with a thank-you email within 24 hours reiterating your enthusiasm for the position.