Strategic Program Manager - Cloud Delivery Assurance Executive
Reporting to: Chief Customer Officer
Location : Fully Remote Opportunity
About my client
My client delivers a SaaS financial technology foundation for equipment, working capital, wholesale, and automotive finance firms (asset tracking).
About the Team
My client is at a critical inflection point as they accelerate the migration of their customer base from on-premise deployments to cloud-based SaaS solutions. To drive this evolution, they are establishing a Cloud Migration Center of Excellence (CoE) within the Customer organization, reporting directly to the Chief Customer Officer. The CoE acts as the central authority for all transformation initiatives, ensuring every migration is delivered in a programmatic, orchestrated, and repeatable manner. The team partners closely with Product, Engineering, Professional Services, Sales, and external partners to ensure enterprise customers successfully transition to the cloud with predictable outcomes, reduced risk, and strong long-term adoption.
About the Position
The Strategic Program Manager will architect and operate the enterprise migration strategy. This leader owns the end-to-end transformation journey, ensuring cloud migrations are executed using a standardized methodology, rigorous governance, and expert orchestration. This role is designed for a builder and strategist who can translate complex, customized enterprise environments into a scalable repeatable framework / model. The Program Manager serves as the central authority for migration readiness, deal validation, and execution—defining the process to guide customers to ensure business outcomes are achieved with confidence and consistency.
Responsibilities and Deliverables
CoE Leadership & Strategy
• Design, implement, and lead the Cloud Migration Playbook - Standardize migration methodologies, playbooks, and delivery governance
• Define and own the enterprise cloud migration strategy across all customer segments (e.g., Lift, Modernize, Transform)
• Act as the accountable owner for migration outcomes, ensuring alignment between delivery teams and client business objectives
Programmatic Orchestration & Governance
• Drive orchestration of complex enterprise migrations across Product, Engineering, Sales, and Customer Success
• Establish gate-check governance processes, including:
o Technical feasibility validation
o Performance assumptions
o Integration risk assessments
• Define migration eligibility criteria and technical readiness standards
• Partner with Sales to guide customers toward the appropriate cloud approach and ensure deals are structured for successful delivery
Methodology, Playbooks & Standardization
• Develop and maintain standardized migration playbooks focused on repeatability and scalability
• Establish consistent documentation standards, transformation artifacts, and customer journey touchpoints
• Create remediation frameworks for complex customizations and data migration strategies
Partner & Stakeholder Management
• Define engagement models and accountability frameworks for system integrators and external partners
• Engage with C-level customer stakeholders (CIO, CTO, et al) to communicate transformation roadmaps and performance outcomes
• Ensure seamless collaboration across internal teams to eliminate delivery silos
Continuous Improvement
• Establish metrics and reporting to measure migration success, risk posture, and customer outcomes
• Capture lessons learned and continuously refine CoE processes
• Feed recurring challenges and insights into the Product and Engineering roadmap
Required Qualifications
• 10+ years of experience in enterprise technology, SaaS, or cloud environments with a focus on large-scale transformation
• Proven experience leading a Center of Excellence or enterprise-scale transformation function
• Deep expertise in program management and cloud orchestration within complex, highly customized enterprise environments
• Strong executive presence with the ability to influence cross-functional leaders without direct authority
• Demonstrated success building governance frameworks, playbooks, and operational models from the ground up
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