Senior Customer Success Manager (Transformation Advisor) – Amazon Web Services – Calgary, AB

Calgary-based cloud and AI professionals with a passion for enterprise transformation — this one’s worth your attention. Amazon Web Services (AWS) is hiring a Senior Customer Success Manager (Transformation Advisor) to work with some of Canada’s largest enterprise customers on their most ambitious cloud and AI journeys. If you’re someone who can hold a technical conversation with engineers in the morning and present a business case to a CFO in the afternoon, this role was designed with you in mind.

At the heart of this position is a simple but challenging mandate: help enterprise customers move faster, smarter, and more confidently in the cloud. You’ll be orchestrating cross-functional teams, eliminating the barriers that stall transformation, and guiding leaders through the governance, operational, and educational layers that make cloud adoption stick for the long haul.

About the Role: Senior Customer Success Manager

As a Senior Customer Success Manager at AWS Canada, you’ll serve as a critical partner to enterprise customers, managing the full lifecycle of their cloud and AI transformation engagements. From designing and executing strategic cloud migrations to driving adoption of the latest AI technologies, your work will directly influence outcomes at the executive level. You’ll interface with both customer leadership and internal AWS teams — including Sales, Support, Solutions Architecture, and Professional Services — to ensure everyone is aligned and moving in the same direction.

This role demands strong program management discipline, the ability to lead across matrixed organizations, and a genuine obsession with customer success. You’ll translate high-level strategic initiatives into executable plans, track progress through structured reporting mechanisms, and own key milestones like Executive Briefing Sessions, go-live events, and education roadmaps. Collaboration, accountability, and big-picture thinking are all equally important here.

Benefits and Salary

The base salary range for this position in Calgary, AB is $126,000 to $210,400 CAD annually. As part of Amazon’s total compensation approach, the package may also include sign-on payments and Restricted Stock Units (RSUs), with final compensation depending on experience, qualifications, and location. AWS offers a comprehensive benefits package that includes health insurance (medical, dental, vision, prescription, and basic life & AD&D coverage), a Registered Retirement Savings Plan (RRSP), a Deferred Profit Sharing Plan (DPSP), paid time off, and additional resources to support health and well-being. The team also embraces flexible work arrangements as part of its commitment to work-life harmony.

Responsibilities

Day to day, this role sits right at the intersection of technology strategy and business outcomes. You’ll be the central force coordinating multiple workstreams, guiding customer executives, and ensuring that AWS’s full range of capabilities are being put to work effectively. Every engagement is different, which keeps the work genuinely challenging and rewarding.

• Drive measurable outcomes by leading cloud and AI transformation engagements, accelerating value realization across migration, adoption, and strategic technology launches
• Identify and remove barriers that slow customers down in their transformation journeys, helping them build the governance, operating models, and data infrastructure needed for sustained progress
• Lead executive-level engagements, co-innovation sessions, and strategic summits, expanding relationships across Lines of Business, Product, and Technology at the VP level
• Provide program-wide visibility across multiple workstreams using structured delivery mechanisms and measurement frameworks to ensure customers realize the full value of their AWS investment
• Translate strategic initiatives in the account plan into executable actions, working backwards from the customer’s key milestones
• Manage reporting and tracking cadence, owning education plans, roadmap-to-business-outcome alignments, Executive Briefing Sessions, and go-live events
• Develop repeatable mechanisms and share best practices and thought leadership in public forums to advance the broader cloud ecosystem
• Evangelize AWS services and influence enterprise customers to adopt transformative cloud and AI solutions

Requirements / Skills

AWS is looking for a senior-level professional who combines deep technical fluency with the communication skills to engage confidently at the executive table. You don’t need to be building infrastructure yourself, but you need to understand it well enough to earn the trust of those who do. A background in enterprise environments and large-scale program delivery is essential.

• 8+ years of experience leading large-scale technical or engineering programs, with a proven record of thought leadership, business case development, and successful program completion
• 5+ years of customer-facing experience engaging with customer executives, technologists, or partners to solve business problems using advanced technologies
• Cross-functional leadership experience leading both technical and non-technical transformation project teams across broad organizational structures
• Executive stakeholder engagement skills with a demonstrated ability to influence senior decision-makers in enterprise environments
• Cloud migration and modernization experience implementing cloud services (asset, though not mandatory)
• AWS or other cloud certification is considered a strong asset

How to Apply

To apply, visit the official AWS job posting using the link below. Make sure your resume is up to date and reflects your experience with enterprise cloud programs and customer-facing leadership before submitting.

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