Team Lead - Microsoft Systems Architecture, Managed Services

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The Team Lead, Proactive Engineering is responsible for assisting in the leadership, planning, and execution of proactive engineering initiatives across client environments. This role focuses on driving continuous service improvement, optimizing platform health, and preventing incidents before they occur.

Operating within Managed Services standards and SLAs, this role specializes in Digital Workspace technologies, including operating systems, Microsoft 365, endpoint management, applications, and VDI platforms. The Team Lead collaborates with engineering, operations, and client stakeholders to develop proactive strategies, enforce standards, and elevate overall service maturity.

This individual will guide a team of engineers focused on proactive, non‑reactive work, ensuring consistent delivery of preventive maintenance, optimization, automation, and client value-driven initiatives.

• Define and execute proactive engineering strategies to improve performance, reliability, and scalability of client network environments.
• Develop and maintain standards, policies, procedures, and playbooks focused on preventative maintenance and continuous improvement.
• Establish best practices for Microsoft 365, endpoint management, operating systems, VDI, and enterprise applications.
• Develop methodologies for measuring environment health including patch compliance, device health, and identity posture.
• Partner with leadership to evolve Managed Services toward a proactive‑first delivery model.
• Identify automation opportunities and implement repeatable solutions to improve efficiency.
• Collaborate with leadership on Managed Services SLAs, escalation paths, and process maturity (incident/problem/change management).
• Drive client loyalty and long‑term value by improving client retention rates through consistent delivery of proactive engineering outcomes and measurable service improvements.
• Increase overall client satisfaction by positively impacting NPS scores and survey feedback through improved system stability, communication, and visible value delivery.
• Drive revenue growth by identifying and delivering strategic recommendations that align technology improvements to client business objectives and future roadmaps.

• Plan and coordinate proactive improvements and enhancements across client environments.
• Conduct research and recommend tools and technologies supporting proactive engineering.
• Evaluate monitoring, reporting, and automation platforms to enhance system visibility.
• Ensure all initiatives follow Managed Services change management processes.

• Lead and coordinate a team focused on preventative maintenance, optimization, and service improvement.
• Oversee proactive services including patching, performance tuning, identity optimization, and VDI improvements.
• Drive root cause elimination through trend analysis and long‑term remediation.
• Collaborate with reactive teams to convert recurring issues into proactive initiatives.
• Maintain communication with stakeholders regarding environment health and improvements.
• Ensure consistency in documentation and process maturity.
• Provide leadership, mentorship, and technical guidance.

Four‑year degree in Computer Science or related field and/or equivalent experience.

• Microsoft 365 Certified:
  Administrator Expert (MS‑102)
• Microsoft:
  Identity & Access / Security / Teams Administrator / Microsoft 365 (role‑based equivalents acceptable)
• ITIL (Managed Services process alignment)

• 8+ years supporting Digital Workspace environments.
• Strong expertise in Microsoft 365, Active Directory, and endpoint management.
• Experience with Windows operating systems and VDI platforms.
• Experience designing proactive health and optimization programs.
• Knowledge of automation (e.g., Power Shell).
• Understandi…