• Advanced PowerShell Automation Development: Develop and maintain advanced automation workflows using PowerShell, optimizing processes such as user provisioning, permission changes, resource configuration, and other operational tasks. • Microsoft 365 Operations Automation & Support: Automate and support Microsoft 365-related operations, including tenant administration, user lifecycle management, license assignments, and configuration across Exchange Online, SharePoint Online, and Teams. • M365, Windows, and File Services Troubleshooting: Troubleshoot and resolve basic to moderately complex issues related to Microsoft 365 services, Windows operating systems, and Windows File Services, collaborating with senior engineers and sharing knowledge with junior colleagues. • Client Communication & Cross-Team Collaboration: Communicate clearly with clients to provide status updates on incidents and projects, coach junior engineers, and collaborate cross-functionally to identify optimal solutions. • Process Improvement & Documentation Management: Research, propose, and validate improvements to existing processes, documentation, and automation scripts; maintain and update technical documentation to support the entire team. • Application Packaging & Deployment Support: Contribute to software packaging and deployment efforts, ensuring reliable delivery of applications across managed environments.

• Ensuring optimal performance and uptime for key M365 services, particularly Teams, SharePoint, OneDrive, O365, and Exchange/Outlook Client • Provide advanced support for M365-related issues by diagnosing and resolving technical problems promptly • Conduct essential upgrades, patches, and enhancements across the M365 environment • Implement and uphold security protocols to protect M365 services • Work closely with cross-functional teams to ensure the smooth operation of M365 services • Manage and resolve support tickets through the ticketing system, prioritizing tasks to meet service level agreements (SLAs)

Role Description As a Forward Deployed Engineer, you will be the hands-on technical expert ensuring Stack Overflow’s Professional Services engagements are executed with precision. You’ll work directly with enterprise customers to deploy, configure, and optimize Stack Internal and its integrations. This is a customer-facing delivery role: you’ll lead deployments, integrations, and solution validation while shaping delivery playbooks, mentoring future engineers, and helping evolve our services portfolio. You’ll partner closely with customers, internal teams, and our emerging partner network to ensure every engagement is delivered on time, to spec, and with clear business impact. - Own technical delivery across multiple deployments from first prototype to stable production. - Contribute to SOW development by documenting technical specifications, identifying dependencies and risks, and defining acceptance criteria that protect delivery timelines. - Build and validate integrations using our API, MCP server, and Knowledge Ingestion Engine, including connecting customer knowledge sources to AI-powered developer workflows. - Write and maintain automation scripts (Python or similar) to streamline deployment processes, data ingestion pipelines, and environment configuration. - Troubleshoot and resolve delivery challenges in collaboration with Customer Success, Product, and Support. - Document and scale delivery processes by creating reusable playbooks, runbooks, and automation that enable repeatable deployments across customers and partner resources. - Mentor and guide future engineers and partner resources, raising the overall standard of delivery excellence. - Influence service evolution by feeding client and delivery insights into the design of new offerings. Qualifications - 3+ years of engineering or technical deployment experience that includes customer-facing work. - Experience scoping and delivering complex systems in fast-moving or ambiguous environments. - Ability to write and review production-grade code across frontend and backend using Python, JavaScript, or comparable stacks. - Experience with enterprise integrations across developer tools like Slack, Teams, GitHub, Jira, or ServiceNow, including API-based and webhook-driven architectures. - Hands-on experience with cloud platforms (AWS, Azure, or GCP) and familiarity with containerization (Docker), infrastructure-as-code (Terraform, CloudFormation), or CI/CD pipelines. - Working knowledge of MCP servers, RAG architectures, or enterprise AI deployment patterns. - Experience with data ingestion and ETL patterns. - Clear written and verbal communication with both technical and business stakeholders. Requirements - Compensation (OTE): $180K – $190K OTE (80% base / 20% variable) - Base: $144K – $152K - Variable at target: $36K – $38K Benefits - Competitive Base Salary - Generous paid vacation - Generous parental leave (16 weeks at 100% pay), family care leave, and unlimited sick days - Equity for all employees at all levels - Industry-leading health benefits that are applicable per country of residence for all our full-time employees - Company-paid Life Insurance - Home Internet stipend - Professional allocation for your growth and development - One-time allowance to assist with your home office setup - Company-paid access to Calm, Bravely, LinkedIn Learning, MyAcademy and Overdrive

• Administration, operation and optimization of Microsoft Intune / Endpoint Manager • Creation, testing and maintenance of software packages (MSI, Win32Apps, PowerShell) • Automation of deployments and configurations (e.g., PowerShell, Graph API) • Analysis and resolution of incidents and 3rd-level support • Support for rollouts, assessments and projects • Documentation, standardization and continuous improvement of workplace services