Senior Staff Engineer, Productivity at GEICO, Bethesda MD

Senior Staff Engineer, Productivity at GEICO in Bethesda MD. Full-time. $130,000 to $260,000 a year. Apply with swipeandhired.

Why Join GEICO?

At GEICO, we offer a rewarding career where your ambitions are met with endless possibilities.

Every day we honor our iconic brand by offering quality coverage to millions of customers and being there when they need us most. We thrive on relentless innovation to exceed our customers' expectations while making a real impact on local communities nationwide.

Founded in 1936, GEICO is a member of the Berkshire Hathaway family of companies and one of the largest auto insurers in the United States. When you join our company, we want you to feel valued, supported, and proud to work here. That's why we offer the GEICO Pledge: Great Company, Great Culture, Great Rewards, and Great Careers.

*Hybrid- 3 Days Onsite*

Position Description
GEICO is seeking a Senior Staff Engineer to set technical direction and deliver secure and resilient, Microsoft 365 and AI capabilities. This role provides technical direction across multiple teams and initiatives, translating complex business needs into secure, maintainable, and measurable solutions while leading architecture and engineering decisions for cross-functional capabilities and integrations.

The Senior Staff Engineer is a self-directed technical leader who shapes strategy and leads execution of technical roadmaps across cross-functional teams. As a lead contributor and approver, this engineer establishes and advances standards for architecture, engineering patterns, code, automation, configuration, security, reliability, and operational readiness, while mentoring engineers and administrators and creating reusable guidance and tooling.

Position Responsibilities
As a Senior Staff Engineer, you will:

• 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.

Microsoft 365 Platform Administration & Engineering

• Provide expert-level technical leadership for Exchange Online, SharePoint Online, OneDrive, Microsoft Teams, Microsoft Graph, and related 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.

M365 Copilot & AI

• 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.

Strategy, Collaboration & Influence

• 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.

Required Qualifications

• Engineering depth. Extensive experience engineering and operating complex enterprise platforms across architecture, automation, integration, testing, deployment, observability, reliability, and production support.

• Software and automation. Strong proficiency in PowerShell, .NET, C#, and at least one of Python, Java, Go, or JavaScript/TypeScript, Microsoft Graph APIs, Git, pull requests, CI/CD, and infrastructure or configuration as code.

• Microsoft 365 expertise. Advanced administration and engineering experience across Microsoft 365, with deep expertise in several core workloads and tenant governance.

• M365 Copilot and AI. 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.

• Cloud and identity. Strong understanding of Azure, modern identity, OAuth 2.0, OpenID Connect, SAML, certificates, secrets, APIs, networking, and zero-trust principles.

• Leadership. Demonstrated success influencing across teams, leading architecture decisions, mentoring engineers, and communicating with technical and executive audiences.

Preferred Qualifications

• 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.

Experience & Education

• Must have 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.

Annual Salary
$130,000.00 - $260,000.00 The above annual salary range is a general guideline. Multiple factors are taken into consideration to arrive at the final hourly rate/ annual salary to be offered to the selected candidate. Factors include, but are not limited to, the scope and responsibilities of the role, the selected candidate’s work experience, education and training, the work location as well as market and business considerations.

At this time, GEICO will not sponsor a new applicant for employment authorization for this position.
The GEICO Pledge:

Great Company: Protecting customers through life’s twists and turns with innovation and integrity.

Great Careers: Personalized development programs, mentorship, and certification assistance.

Great Culture: Inclusive and collaborative culture rooted in shared success.

Great Rewards: Competitive pay, benefits, and flexibility to support your well-being and future.

The equal employment opportunity policy of the GEICO Companies provides for a fair and equal employment opportunity for all associates and job applicants regardless of race, color, religious creed, national origin, ancestry, age, gender, pregnancy, sexual orientation, gender identity, marital status, familial status, disability or genetic information, in compliance with applicable federal, state and local law. GEICO hires and promotes individuals solely on the basis of their qualifications for the job to be filled.

GEICO reasonably accommodates qualified individuals with disabilities to enable them to receive equal employment opportunity and/or perform the essential functions of the job, unless the accommodation would impose an undue hardship to the Company. This applies to all applicants and associates. GEICO also provides a work environment in which each associate is able to be productive and work to the best of their ability. We do not condone or tolerate an atmosphere of intimidation or harassment. We expect and require the cooperation of all associates in maintaining an atmosphere free from discrimination and harassment with mutual respect by and for all associates and applicants.