Senior Digital Workplace Engineer - AI & Collaboration

About the Role

Gen is hiring a Senior Digital Workplace Engineer – AI & Collaboration to lead the architecture, deployment, and continuous improvement of enterprise collaboration and AI platforms. This senior individual contributor role combines deep technical expertise with strategic vision, owning Gen's collaboration ecosystem across Microsoft 365, Slack, and emerging AI productivity tools. You'll serve as the primary technical lead for collaboration platform integrations during mergers and acquisitions, positioning Gen to scale its collaboration infrastructure as an AI-first company.

Responsibilities

Collaboration Platform Engineering & Administration

• Serve as primary technical owner and subject matter expert for Microsoft 365 (SharePoint, OneDrive, Power Platform) and Slack Enterprise Grid, with Google Workspace and Microsoft Teams expertise preferred
• Architect, configure, and manage platforms end-to-end, including solution design, configuration, standards, documentation, and integrations with core enterprise systems
• Oversee day-to-day operations: request fulfillment, proactive monitoring, maintenance, incident management, and vendor coordination
• Partner with Security, Compliance, and Legal to ensure solutions meet enterprise requirements for access controls, DLP, eDiscovery, and auditability
• Translate business requirements into scalable, well-governed solutions that balance innovation, risk, and operational readiness
• Design and implement automation solutions to streamline business processes and improve employee experience
• Provide L3/L4 escalation support, mentor junior engineers, and build reusable runbooks and documentation

M&A Integration & Platform Migrations

• Lead technical execution of collaboration platform integrations for acquired companies, including assessment, planning, and migration
• Execute Slack-to-Slack workspace migrations (grid-to-grid, workspace consolidation, channel/app/data migration)
• Execute Microsoft Teams-to-Slack migrations using greenfield and lift-and-shift approaches
• Execute Google Workspace-to-Microsoft 365 migrations (Google Drive & Shared Drives to OneDrive/SharePoint)
• Develop and maintain M&A integration playbooks covering identity, workspace provisioning, app re-enablement, data migration, and user communication
• Conduct pre-acquisition technical assessments of target collaboration environments, identifying risks and integration complexity
• Coordinate with Security, Legal, Compliance, and People & Culture teams to ensure migrations meet data retention, eDiscovery, DLP, and regulatory requirements

AI & Emerging Technology

• Drive evaluation, deployment, and governance of AI-powered productivity tools, including Slack AI, Microsoft 365 Copilot, Glean, Claude, and ChatGPT Enterprise
• Architect AI agents and AI-assisted workflow automations to reduce manual processes and enhance employee experience
• Design and build foundational Power Platform and M365 Copilot/Copilot Studio environments for secure, scalable AI capability launches
• Define guardrails, policies, and best practices for safe and responsible AI tool use in partnership with Security, Legal, and Compliance
• Drive adoption and change management for AI solutions through enablement materials, office hours, and adoption metrics
• Partner with CTO and IT leadership to define Gen's AI collaboration strategy and identify high-value use cases
• Monitor the rapidly evolving AI collaboration landscape and recommend emerging tools, vendor roadmaps, and industry best practices

Documentation, Operations & Stakeholder Engagement

• Create and maintain comprehensive technical documentation, architecture diagrams, admin runbooks, and knowledge base articles in ServiceNow and Confluence
• Manage ServiceNow catalog items and workflows for collaboration service requests (Slack guest access, app approvals, SharePoint provisioning)
• Serve as escalation point for collaboration platform issues, working directly with vendors to diagnose and resolve platform-level problems
• Communicate technical decisions, project status, and platform changes to IT leadership, business stakeholders, and end users
• Mentor junior team members and contribute to broader team technical growth

Requirements

Required

• 10+ years of hands-on enterprise IT infrastructure experience with strong focus on collaboration, communication, and digital workplace platforms
• Deep expertise in Slack Enterprise Grid administration, including workspace governance, external collaboration, app management, and multi-workspace architecture
• Expert-level proficiency with Microsoft 365 collaboration and AI services, including OneDrive, SharePoint, and Microsoft 365 Copilot
• Proven experience leading collaboration platform migrations such as Slack-to-Slack, Teams-to-Slack, and Google Workspace-to-M365 across large or complex environments
• Demonstrated M&A integration experience, including technical assessment, platform consolidation strategy, and end-to-end migration execution
• Strong proficiency with API-based integrations, webhooks, and workflow automation tools (e.g., Power Automate, Slack Workflow Builder, REST APIs)
• Experience integrating collaboration platform logs into SIEM solutions (e.g., Splunk) and building monitoring/alerting for security and operations
• Strong project management and communication skills with track record of managing concurrent work-streams and delivering against aggressive timelines

Preferred

• Experience with enterprise AI search and knowledge platforms (e.g., Glean, Microsoft 365 Copilot) including connector configuration and agentic use case design
• Hands-on experience rolling out and governing AI productivity tools at scale (Glean, M365 Copilot, Slack AI, ChatGPT Enterprise), including policy design and adoption measurement
• Familiarity with ServiceNow ITSM platform, including catalog item design, workflow configuration, and CMDB integration
• Industry certifications such as Microsoft 365 Certified: Administrator Expert or Slack Certified Administrator
• Experience working in global, multi-brand enterprises with diverse collaboration tool ecosystems and regional requirements
• Background in change management and user enablement for new collaboration and AI capabilities (training content, office hours, champions programs)

Benefits

Gen offers competitive compensation and benefits to support your professional growth and well-being as part of a global company serving nearly 500 million users across cybersecurity, online privacy, identity protection, and digital freedom solutions.