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Senior Customer Success Manager (Transformation Advisor) – Amazon Web Services – Canada

Location: Toronto, ON | Company: Amazon

At Amazon Web Services (AWS), the role of Senior Customer Success Manager (Transformation Advisor) is anything but ordinary. This is a strategic leadership position that places you at the crossroads of cloud technology, business strategy, and organizational transformation — working directly with some of Canada’s most prominent enterprise clients to reshape how they operate and compete in a cloud-first world.

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Rather than offering technical support or closing deals, this role demands that you guide clients through multi-year cloud and AI transformation journeys. You’ll be the person clients call when the stakes are highest — translating complex technology into executive-level strategy, removing systemic barriers, and ensuring that AWS investments deliver real, measurable value.

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

As the primary point of accountability for your assigned clients, you’ll own the full customer relationship — from defining transformation strategy through to execution. This means aligning cross-functional teams including AWS Sales, Solutions Architecture, Professional Services, and Partners, while maintaining a direct line to your clients’ C-suite and board-level stakeholders. You’ll lead co-innovation sessions, strategic summits, and executive-level engagements that deepen the relationship between clients and AWS across every line of their business.

This role requires both technical fluency and sharp executive communication skills. You won’t be building cloud infrastructure yourself, but you’ll need to understand it deeply enough to earn the trust of the engineers who do — and then translate that complexity into compelling business cases for financial and operational decision-makers. Success here means clients don’t just adopt the cloud and AI agents — they transform because of them.

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Benefits and Salary

AWS Canada offers a culture built around work-life harmony and flexibility, with a genuine commitment to supporting employees both inside and outside the workplace. Team members benefit from robust career development and mentorship resources, ongoing knowledge-sharing opportunities, and access to employee-led affinity groups that foster inclusion. AWS is committed to becoming Earth’s Best Employer, which means continuous investment in your professional growth and a collaborative, inclusive team culture.

Job Details

🏢 Company: Amazon Web Services Canada, Inc.

📍 Location: Canada

🆔 Requisition ID: 10374776

Responsibilities

In this role, your days will span from high-stakes executive conversations to program-wide coordination across complex, multi-workstream engagements. You’ll be responsible for ensuring that cloud and AI transformation initiatives are not only launched but sustained — delivering value at every stage of the journey.

  • Drive measurable business 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 clients in their transformation journeys, helping them build the governance, operating models, and data infrastructure needed to sustain progress
  • Initiate and lead executive-level engagements, co-innovation sessions, and strategic summits, expanding relationships across Lines of Business, Product, and Technology at VP level
  • Provide program-wide visibility and coordination across multiple workstreams, applying structured delivery mechanisms and measurement frameworks to ensure clients realize the full value of their AWS investment
  • Develop repeatable mechanisms and contribute to internal enablement programs, mentoring peers to raise the standard for how AWS delivers customer success across Canada

Requirements / Skills

AWS is looking for a senior professional who thrives where technical depth and executive communication are equally valued. The ideal candidate brings a proven track record of leading large-scale transformation programs and has the confidence to engage at the C-suite level while maintaining credibility with engineering teams.

  • 7+ years of experience leading large-scale technical or engineering programs with demonstrated thought leadership, business case development, and successful program delivery
  • Customer-facing experience engaging with executives, technologists, or partners to solve complex business problems using advanced technologies
  • Cloud architecture and migration expertise, including experience architecting, transforming, or modernizing client environments in the cloud
  • Familiarity with cloud architecture concepts, AI adoption strategies, data strategies, and cloud migration approaches
  • Bilingualism (French and English) is required for the Quebec-based position due to the nature of interactions with global Amazon entities and stakeholders across Canada
  • AWS certification (e.g., AWS Solutions Architect or equivalent cloud technology certification) is considered a strong asset

How to Apply

To apply for this position, use the link below to access the official Amazon job posting. Make sure your resume is up to date and reflects relevant experience with cloud transformations and executive-level client engagement before submitting.

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Job Summary & Tips for Applying

AI-generated summary and tips to help you highlight your strengths effectively.

Quick Summary & What to Highlight: This Senior Customer Success Manager role at Amazon Web Services in Canada is perfect for candidates who excel in cloud transformation leadership, executive-level stakeholder management, and business strategy. On your resume, emphasize any experience with multi-year cloud or AI transformation programs, cross-functional team alignment, and your ability to work in a fast-paced enterprise environment. If you’ve previously worked in cloud consulting, technical program management, or enterprise customer success, make sure to highlight specific achievements and responsibilities that align with this position.

Resume & Application Tips: Before applying, tailor your resume to match the job description. Include keywords like cloud transformation, customer success, and AI adoption strategy that appear in the posting. Quantify your achievements where possible (e.g., “led a $5M cloud migration program for a Fortune 500 client” or “managed 3 concurrent enterprise transformation workstreams”). Write a brief cover letter expressing your genuine interest in Amazon Web Services and why you’re well-positioned to guide clients through complex cloud journeys. Double-check your application for spelling errors and ensure your contact information is current.

Interview Preparation: If selected for an interview, research Amazon Web Services‘s leadership principles, cloud portfolio, and recent innovations in AI beforehand. Prepare specific examples using the STAR method (Situation, Task, Action, Result) to demonstrate your program leadership, executive communication, and cloud strategy skills. Common questions may include scenarios about navigating organizational resistance to change, aligning stakeholders across a matrixed enterprise, and accelerating value realization for large clients. Dress appropriately for a technology and enterprise services environment, arrive 10-15 minutes early for in-person sessions, and bring copies of your resume. Prepare thoughtful questions about the role, team structure, and growth opportunities within AWS Canada. After the interview, send a thank-you email within 24 hours reiterating your interest in the position.