Senior Staff Engineer, Productivity

GEICO • Bethesda, MD

6d • Hybrid

About The Position

GEICO is seeking a Senior Staff Engineer to set technical direction and deliver secure, resilient Microsoft 365 and AI capabilities. The role translates complex business needs into secure, maintainable, measurable solutions and leads architecture and engineering decisions for cross-functional capabilities and integrations. This self-directed technical leader shapes strategy and leads execution of technical roadmaps across teams. As a lead contributor and approver, the engineer establishes standards for architecture, engineering patterns, code, automation, configuration, security, reliability, and operational readiness, while mentoring engineers and administrators and creating reusable guidance and tooling.

The position provides technical leadership for Microsoft 365 workloads including Exchange Online, SharePoint Online, OneDrive, Microsoft Teams, and Microsoft Graph. It also leads technical strategy, engineering, and governance for M365 Copilot and related AI capabilities, applying secure patterns, responsible AI controls, evaluation, and human oversight. The engineer partners across technical and control functions, influences leaders with evidence-based recommendations, and advances platform maturity and adoption.

The role is hybrid, with three days onsite. GEICO lists an annual salary range of $130,000 to $260,000. GEICO will not sponsor a new applicant for employment authorization for this position.

Requirements

• Extensive experience engineering and operating complex enterprise platforms across architecture, automation, integration, testing, deployment, observability, reliability, and production support.
• Strong proficiency in PowerShell, .NET, C#, and at least one of Python, Java, Go, or JavaScript/TypeScript.
• Experience with Microsoft Graph APIs, Git, pull requests, CI/CD, and infrastructure or configuration as code.
• Advanced administration and engineering experience across Microsoft 365, with deep expertise in several core workloads and tenant governance.
• Hands-on Microsoft Copilot experience and working knowledge of generative AI, agents, retrieval-augmented generation, prompt/context design, evaluation, responsible AI, security, and data governance.
• Strong understanding of Azure, modern identity, OAuth 2.0, OpenID Connect, SAML, certificates, secrets, APIs, networking, and zero-trust principles.
• Demonstrated success influencing across teams, leading architecture decisions, mentoring engineers, and communicating with technical and executive audiences.
• At least 10 years of professional engineering, platform, infrastructure, or software development experience, including significant architecture and design responsibility.
• Demonstrated enterprise experience leading complex, cross-functional technical initiatives and delivering production services.
• Bachelor’s degree in Computer Science, Engineering, Information Systems, or a related field, or equivalent experience.

Nice To Haves

• Experience designing or governing Microsoft 365 Copilot, personal productivity agents, Microsoft Graph connectors, plugins, or enterprise knowledge grounding.
• Experience with Azure AI Foundry or Azure AI services, model evaluation, content safety, responsible AI reviews, and AI observability.
• Experience operating Microsoft 365 in a large, highly regulated enterprise.
• Experience with GitHub, GitHub Actions, Azure DevOps, automated testing, and configuration validation.
• Relevant certifications such as Microsoft 365 Administrator Expert, Cybersecurity Architect Expert, Azure Solutions Architect Expert, Power Platform Solution Architect Expert, or Azure AI Engineer Associate.

Responsibilities

• Lead architecture, design, engineering, implementation, and continuous improvement of enterprise Microsoft 365 and AI platform capabilities.
• Remain hands-on with software engineering, PowerShell, general-purpose programming, APIs, infrastructure and configuration as code, testing, telemetry, troubleshooting, and root-cause analysis.
• Translate complex business requirements into technical designs, architecture decisions, delivery plans, reusable patterns, and nonfunctional requirements.
• Establish standards for secure design, maintainability, reliability, performance, testability, observability, deployment, and operational ownership.
• Lead reviews for architecture, code, automation, configurations, integrations, production readiness, and significant platform changes.
• Create reusable components, reference architectures, and automation that improve delivery speed and consistency.
• Drive service maturity through telemetry, capacity planning, problem management, post-incident analysis, and corrective engineering.
• Provide technical leadership for Exchange Online, SharePoint Online, OneDrive, Microsoft Teams, Microsoft Graph, and related Microsoft 365 services.
• Design and govern tenant configurations, identity integrations, lifecycle controls, security and compliance settings, information protection, retention, external collaboration, and administrative operating practices.
• Engineer solutions using Microsoft Graph, PowerShell, APIs, automation platforms, source control, CI/CD, and approved DevOps tooling.
• Partner with security, privacy, legal, records, identity, network, endpoint, and application teams to deliver compliant end-to-end solutions.
• Evaluate Microsoft roadmap changes, service-health signals, adoption opportunities, technical debt, and platform risks, and convert findings into prioritized roadmaps.
• Define observability for service health, configuration drift, errors, latency, capacity, adoption, and operational performance.
• Lead technical strategy, engineering, and governance for M365 Copilot, Microsoft Copilot Chat, agents, connectors, plugins, and related AI capabilities.
• Design secure patterns for grounding, retrieval, agent actions, identity, permissions, data boundaries, content lifecycle, auditability, monitoring, and human oversight.
• Apply responsible AI controls and model or agent performance testing.
• Define evaluation criteria for accuracy, relevance, safety, security, reliability, user experience, and business value before broad deployment.
• Identify and mitigate oversharing, permission gaps, ungrounded responses, unsafe actions, sensitive-data exposure, weak evaluation, and uncontrolled cost or usage.
• Test emerging capabilities and provide evidence-based adoption recommendations, limitations, and required controls.
• Develop and execute technical roadmaps aligned to business priorities, platform strategy, architecture standards, risk posture, and measurable outcomes.
• Influence leaders through clear options, trade-offs, data, and recommendations.
• Lead vendor and technology evaluations covering architecture fit, security, operability, supportability, and total cost.
• Mentor Staff, Senior, and developing engineers and strengthen technical communities of practice.
• Communicate complex technical topics clearly to technical teams, business partners, executives, and control functions.

Benefits

• Personalized development programs, mentorship, and certification assistance.
• Competitive pay, benefits, and flexibility to support well-being and the future.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior