Senior Systems Administrator

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We are looking for a highly skilled Senior Systems Administrator with deep expertise in collaboration and productivity platforms. This role is all about technical depth and ownership , architecting reliable systems, solving the toughest problems, digging into logs, writing automation, and owning the stability and performance of Slack, Google Workspace, Zoom, Jira, and Office 365.

Responsibilities

• Serve as the final escalation point for complex incidents/requests across Slack, GSuite (Google Workspace), Zoom, ProofPoint, Jira, and Office 365.
• Lead deep technical troubleshooting at the application, integration, and infrastructure layers , including API calls, logs, and network dependencies.
• Configure, optimize, and maintain these platforms for performance, security, and scalability.
• Write and maintain automation scripts (PowerShell, Python, or similar) for repetitive tasks, reporting, and integrations.
• Diagnose and resolve authentication/SSO/MFA issues (Mainly Okta, some Microsoft AD).
• Analyze system and application logs to pinpoint root causes and prevent recurrence.
• Build and maintain integrations between enterprise tools (e.g., Slack bots, Jira workflows, Zoom add-ons, Office 365 connectors), ensuring reliability and security.
• Drive and/or otherwise assist with SaaS application deployments, upgrades, and migrations.
• Manage vendor relationships, driving accountability on critical issues and providing feedback to influence product roadmaps where appropriate.
• Document troubleshooting processes, scripts, and technical solutions for knowledge sharing.

Requirements

• 8+ years of progressive experience in systems engineering, SaaS administration, or platform engineering, with a demonstrated track record of senior-level technical ownership.
• Expert-level experience with Slack admin console, GSuite (Google Workspace), Zoom admin portal, Jira administration, ProofPoint, and Office 365 tenant management.
• Strong expertise in identity and access management, including SSO integrations, MFA, and directory services (Okta).
• Advanced scripting and automation skills in PowerShell, Python, or comparable languages, with experience building reusable tools and integrations.
• Proven ability to debug APIs and integrations between enterprise SaaS platforms.
• Fluency with log analysis platforms, monitoring dashboards, and observability tooling.
• Strong analytical and troubleshooting mindset , proven track record of resolving “unsolvable” issues.
• Very strong ‘can-do’ attitude with a strong desire to partner with the Engineering and Security teams that we work with every day.

Nice to Have

• Experience in a SaaS, startup, or high-growth tech environment.
• Familiarity with device management platforms (Intune, Jamf).
• Knowledge of security/compliance frameworks (SOC2, ISO27001, HIPAA).
• Experience with automation and/or AI platforms.