Azure DevOps Migration Lead

Benefits: Competitive salary Location Remote Experience Level Senior–Lead / Manager Level (8 or more years of DevOps, cloud infrastructure, and migration leadership experience) Role Overview The Azure DevOps Migration Lead serves as the day-to-day delivery lead and primary client-facing technical resource for an enterprise Azure DevOps organization and tenant migration initiative. This role is responsible for leading current-state discovery, establishing the target-state identity and governance operating model, developing end-to-end migration runbooks, and directing technical teams through rehearsal and production cutover. The Migration Lead also provides technical oversight for implementation engineers while ensuring structured cross-party stakeholder alignment. Key Responsibilities Architecture, Strategy & Operating Model • Lead current-state discovery and comprehensive inventory validation across projects, repositories, and build pipelines. • Confirm and establish the supported Azure DevOps organization and Microsoft Entra ID tenant transition strategy. • Define the target-state identity, access management, platform administration, and operating model. • Lead technical assessments of Azure Repos, multi-stage YAML pipelines, self-hosted build agents, extensions, and external dependencies. Migration Planning & Governance • Develop comprehensive migration artifacts, including detailed runbooks, testing strategies, cutover checklists, and rollback plans. • Lead migration rehearsals, technical readiness reviews, go/no-go decision gates, and production cutover execution. • Manage project risks, issues, assumptions, decisions, dependencies, and client action items. • Provide direct technical guidance, task allocation, and quality review for hands-on Azure DevOps implementation engineers. Stakeholder Management & Delivery • Serve as the primary technical liaison across multi-party client stakeholders, engineering leads, and external partners. • Facilitate technical workshops and discovery sessions to translate technical findings into actionable execution plans. • Produce executive-ready status reports, technical architecture documentation, and post-cutover stabilization summaries. Required Qualifications • 8 or more years of experience in DevOps engineering, cloud infrastructure, and technical project leadership. • 4 or more years of hands-on experience administering and configuring Azure DevOps Services. • Proven track record planning and executing complex Azure DevOps organization, project, tenant, or identity migrations. • Deep technical knowledge of Azure Repos, YAML pipelines, self-hosted agent pools, service connections, and secure files. • Strong working knowledge of Microsoft Entra ID, including user/group RBAC, service principals, and modern authentication protocols. • Proficiency with Azure DevOps REST APIs, Azure CLI, PowerShell, or equivalent scripting tools for discovery and automation. • Demonstrated experience facilitating technical workshops, managing client expectations, and translating business requirements into migration strategies. Preferred Qualifications • Experience managing enterprise tenant separations, divestitures, or corporate acquisitions. • Familiarity with JFrog Artifactory integration and MATLAB / Simulink build toolchains. • Experience supporting embedded software engineering build environments and pipelines. • Background in professional services, management consulting, or technical advisory delivery. Core Skills & Attributes • Strategic architectural mindset paired with hands-on technical validation and review capabilities. • Exceptional client-facing delivery, workshop facilitation, and stakeholder management skills. • Strong organizational leadership to manage complex risks, dependencies, and cutover timelines effectively. • Clear, precise verbal and written communication across both engineering teams and leadership. This is a remote position. Established in 2004, Smart Tech Skills is a top technology and professional services firm specializing in innovative technologies. Headquartered in Marlborough, MA, the company effectively addresses clients’ technology needs nationwide, making advanced technology management easier.