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Group Engineering Manager - Calendar Scheduling

United States, Redmond 163000.00 - 296400.00 USD / Year · Job Posted March 26, 2026
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Job Description

We are looking for a Group Engineering Manager (GEM) to lead the Calendar Scheduling engineering org—a mission-critical pillar of Microsoft’s Calendar and Copilot experiences. This role will lead the teams that build the end-to-end scheduling stack: helping people find the right time faster, navigate constraints, reduce back and forth, and confidently get meetings scheduled. Scheduling is one of the hardest problems in productivity: it combines human preferences, organizational norms, time zones, recurrence, resource constraints, and rapidly changing context. Our ambition is to turn scheduling into a high-trust agentic workflow—moving users up the ladder from assist → propose → delegate → agency. You’ll lead the transformation from “Copilot helps me schedule” to “a calendar that runs itself”—where Copilot can proactively manage conflicts, negotiate time on a user’s behalf, and execute scheduling work end-to-end across clients, services, and partner surfaces, while meeting Microsoft-scale expectations for reliability and trust.

Job Responsibility

  • Own the technical vision, strategy, and multi-year roadmap for Calendar Scheduling—partnering closely with product and senior leadership
  • Lead multiple teams across core scheduling capabilities, platform components, and end-to-end user outcomes
  • Drive architecture and design quality, ensuring solutions are scalable, maintainable, and aligned with long-term strategy
  • Deliver measurable outcomes through solid execution: clear goals, milestone planning, risk management, and crisp accountability
  • Build durable cross-org partnerships with adjacent platform and experience teams (clients, identity, policy, compliance, data, AI platform, etc.)
  • Establish quality and evaluation discipline: guardrails, success metrics, offline evaluation, online experimentation, and regression detection
  • Own operational excellence: reliability, latency, incident readiness, and continuous improvement through observability and automation
  • Recruit, retain, and develop talent, cultivating an inclusive culture and coaching leaders across the org

Requirements

  • Bachelor's Degree in Computer Science or related technical field AND 8+ years technical engineering experience with coding in languages including, but not limited to, C, C++, C#, Java, or Python OR equivalent experience
  • Solid technical background in distributed systems (service design, scale, reliability, and operations)
  • Experience building AI-powered experiences or agentic workflows where trust and quality are central
  • Hands on experience with evaluation frameworks, experimentation, and telemetry for AI systems (quality, safety, regressions, satisfaction)
  • Proven experience leading multiple teams and/or managers in complex, cross-cutting product areas
  • 10+ years of professional engineering experience, including 3+ years of managing multiple engineering teams
  • Track record of shipping customer-facing features with high quality, adoption, and operational maturity
  • Excellent written and verbal communication—able to align stakeholders and articulate crisp tradeoffs
  • Solid product judgment—knowing when “good enough” is not good enough, and where simplicity beats cleverness

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