Here's a clean, structured, and recruiter-ready version of your : D365 Cutover Rollout Manager Role Summary The D365 Cutover Rollout Manager is responsible for leading and executing end-to-end cutover activities associated with the transition from legacy systems to Microsoft Dynamics 365. This role ensures a controlled, low-risk deployment with minimal disruption to business operations.

The Cutover

Manager will design and execute comprehensive cutover strategies, coordinate cross-functional teams, manage interdependencies across applications, oversee data migration and system readiness, and act as the central point of accountability during the cutover phase for large-scale and/or global implementations.

Key Responsibilities

Cutover Planning &

• Execution Lead the Cutover workstream for Microsoft Dynamics 365 implementations, ensuring all activities are delivered on time and as planned Develop detailed cutover strategies, execution plans, runbooks, and readiness checklists Coordinate mock cutovers, dress rehearsals, and final production cutovers Data Migration &

• System Readiness Oversee data migration activities, ensuring data completeness, accuracy, and reconciliation between legacy and target systems Coordinate system validation, integration testing, and User Acceptance Testing (UAT) to confirm production readiness Ensure all entry and exit criteria for cutover milestones are achieved Risk, Issue &

• Dependency Management Identify, assess, and mitigate risks related to cutover, data, environment readiness, and business continuity Manage inter-stream dependencies and proactively resolve issues impacting timelines Support go/no-go decision-making with clear risk assessments and mitigation strategies Stakeholder Communication &

• Governance Act as the primary point of contact for all cutover-related activities across business and technology teams Provide regular status updates, dashboards,



and executive-level reporting Facilitate cross-functional meetings and lead command center activities during deployment Training &

• Transition Support Coordinate end-user readiness, including training alignment and support planning Support hypercare and post-go-live stabilization to ensure successful adoption and operational continuity Key Skills &

Experience Experience Proven experience leading cutover activities for Microsoft Dynamics 365 implementations Experience with large-scale or global ERP/CRM rollouts Strong background in complex system transformations with multiple data sources Experience working in fast-paced, matrixed program environments Technical &

• Functional Expertise Strong understanding of Microsoft Dynamics 365 modules and deployment methodologies Hands-on experience with cutover processes, including: Data migration Environment management System validation Testing cycles Familiarity with integrations between Dynamics 365 and upstream/downstream systems Project &

• Delivery Skills Strong project management skills with the ability to build and execute detailed cutover plans Excellent analytical and problem-solving abilities under tight timelines Ability to manage multiple priorities with strong attention to detail Soft Skills Excellent communication and presentation skills across technical and business audiences Proven ability to lead cross-functional teams and influence without direct authority Strong decision-making capability during high-pressure cutover windows Collaborative, proactive, and team-oriented mindset Good-to-Have Skills Experience with global or multi-country Dynamics 365 rollouts Knowledge of data migration tools, ETL processes, and reconciliation techniques Experience with Agile, Protected, or hybrid delivery models Familiarity with Azure environments, DevOps, and release management Experience in ERP/CRM transformations within the hospitality industry (e.g., hotels) Relevant certifications such as PMP, SAFe, or Prosci Work Environment Location: Greater Toronto Area (Hybrid – minimum 3 days onsite) Travel: 25%–50% travel across Canada, U.S., and LATAM

📌 Rollout Cutover Manager (North York)
🏢 Querentia
📍 North York