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JOB SUMMARY: The Senior Technical Lead serves as a senior technical authority and strategic advisor, owning the most complex client environments while driving consistency, quality, and innovation across service delivery. This role extends beyond individual client ownership to include mentoring Technical Leads, contributing to internal initiatives, and shaping best practices across the organization. The Senior Technical Lead ensures alignment between technology and business objectives while elevating both client outcomes and internal team capability, with deep expertise in Microsoft 365 and Azure environments.
Job Responsibility
Own and lead assigned client IT environments, with responsibility for the most complex, high-impact accounts, ensuring performance, scalability, and alignment with business objectives
Serve as the primary technical authority for assigned clients, building trusted relationships with stakeholders and advising on complex technical and strategic decisions
Act as a senior escalation point across client environments, resolving the most challenging infrastructure, cloud, and network issues
Lead the design, architecture, and implementation of advanced solutions, particularly within Microsoft 365 and Azure environments
Lead practical AI enablement efforts for clients, helping identify use cases, guide adoption, and distinguish between out-of-the-box AI capabilities and custom AI solution opportunities
Provide technical leadership and guidance to Technical Leads, supporting solution design, troubleshooting, and overall service delivery quality
Establish and promote technical standards and best practices across assigned clients, while influencing consistency across the broader client base
Drive proactive strategy within assigned accounts, identifying risks, trends, and opportunities to improve performance and long-term outcomes
Lead and contribute to cross-client or internal technical initiatives, supporting the evolution of services, tools, and delivery processes
Partner with leadership to align technical execution with business priorities and drive continuous improvement across service delivery
Identify and address systemic issues across multiple environments, driving improvements beyond individual client scope
Contributes to internal initiatives, such as process improvements, service development, or operational enhancements
Build and maintain strong relationships with key client stakeholders, reinforcing confidence in both individual performance and the broader team's capabilities
Leverage core operational platforms (e.g., ConnectWise, IT Glue, Kaseya) to drive effective service delivery, documentation quality, and reporting across assigned clients
Requirements
6+ years of progressive experience in IT infrastructure, systems administration, or managed services environments
Deep proficiency across Microsoft cloud technologies, including identity (Entra ID), endpoint management (Intune), collaboration (Microsoft 365), and Azure infrastructure, is expected
Proven experience leading complex Microsoft 365 and Azure environments at scale, including architecture, implementation, and long-term optimization across multiple clients or environments
Exposure to Google Workspace and/or AWS environments, including administration and migrations
Strong track record of operating in a client-facing role, building trusted relationships and advising stakeholders on complex technical and strategic decisions
Experience with virtualization platforms (e.g., VMware) and Windows Server environments, including design, optimization, and troubleshooting
Expert-level troubleshooting and problem-solving skills, with the ability to diagnose and resolve highly complex, multi-system issues and identify root causes across environments
Strong understanding of networking concepts, including switching, routing, firewalls, and wireless infrastructure, with the ability to apply this knowledge in complex, real-world scenarios
Experience leveraging and optimizing service delivery platforms (e.g., ConnectWise, IT Glue, Kaseya) to improve documentation quality, operational efficiency, and reporting
Valid driver's license and reliable transportation for onsite client support, as needed
Nice to have
Advanced Microsoft certifications (e.g., Azure Solutions Architect Expert, Microsoft 365 Enterprise Administrator Expert)
Broad experience or certifications in complementary technologies (e.g., networking, security, virtualization) are valued to support full-scope solution design