Senior Support Systems Administrator

MaintainX

$90K — $120K *
Technical Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years in Support Operations, Systems Analysis, or a technical ops role at a SaaS company.
  • Deep expertise in Zendesk, including triggers, automations, Liquid Markup, API usage, and Contextual Workspaces.
  • Technical fluency in JSON and JavaScript; hands-on experience with n8n or Zapier for middleware automation.
  • Proven QA experience with test case creation, staging environments, regression testing, and UAT execution.
  • Strong documentation skills for engineering and support needs.
  • Experience in backup strategies and disaster recovery planning for SaaS tools.

Responsibilities

  • Own and optimize the Zendesk ecosystem for automatic ticket routing and management.
  • Build and maintain integrations between Zendesk and other tools like Intercom and Zapier.
  • Define and execute QA processes for system changes and maintain staging environments.
  • Design disaster recovery plans for the support infrastructure, including backups and incident leadership.
  • Create detailed technical documentation for all system workflows and changes.
  • Develop insightful dashboards for tracking support performance metrics.

Benefits

  • Competitive base salary plus variable compensation.
  • Equity participation in a post-Series D, $2.5B company.
  • Comprehensive health, dental, and vision insurance starting on Day-1.
  • Unlimited PTO with a focus on actual employee well-being.
  • $500 stipend for home office setup and $1,000 annual budget for learning & development.
  • Flexible hybrid work setup at the Raleigh hub.
Full Job Description
The role

MaintainX's support stack serves 13,000+ enterprise customers across some of the world's largest industrial operations. As Senior Support Systems Administrator, you're the technical owner of that infrastructure - not just keeping it running, but making it more resilient, more automated, and more trusted as we scale.

You'll act as the technical lead for our Zendesk ecosystem and integrated tooling (n8n, Zapier, Intercom), bridging Support, Engineering, and Product. Your primary focus is scalability, system resilience, and data integrity - not just day-to-day config.

  • Own the Zendesk ecosystem - routing logic, triggers, SLAs, and Contextual Workspaces - so every ticket reaches the right agent without manual intervention.
  • Build and maintain reliable integrations across Zendesk Suite, ZIS, Intercom, n8n, and Zapier; own the middleware layer that connects our support stack.
  • Define and execute QA for all system changes: test plans, UAT, staging environments, and regression testing before anything reaches production.
  • Design and maintain disaster recovery for the support infrastructure - organized backups, recovery runbooks, and incident lead when things break.
  • Own technical documentation: a version-controlled source of truth for all workflows, API dependencies, and system changes - accurate enough for engineers, clear enough for agents.
  • Build dashboards that reflect reality, standardize metric definitions, and give leadership trusted visibility into support performance.
What we're looking for

Must-haves:
  • 5+ years in Support Operations, Systems Analysis, or a technical ops role at a SaaS company.
  • Deep Zendesk expertise - triggers, automations, Liquid Markup, API usage, and Contextual Workspaces.
  • Technical fluency in JSON and JavaScript; hands-on experience with n8n or Zapier for middleware automation.
  • Proven QA discipline: test case creation, staging environments, regression testing, and UAT execution.
  • Track record of writing documentation that engineers trust and support agents can follow.
  • Experience with backup strategies and disaster recovery planning for SaaS tooling.

Nice-to-haves:
  • Experience with React or Tailwind CSS for Help Center customization.
  • SQL or advanced data visualization experience (Looker, Tableau).
  • Previous hands-on or frontline customer support experience.
What we offer
  • Competitive base + variable comp aligned to role and location.
  • Meaningful equity in a post-Series D, $2.5B company.
  • Day-1 health, dental, and vision coverage.
  • Unlimited PTO - not a gimmick; we take it.
  • $500 home office stipend • $1K annual L&D budget.
  • Raleigh hub with flexible hybrid setup.
How we work

We deliver one platform for maintenance, repair & operations teams to keep the physical world running. You'll work alongside smart, humble colleagues across North America who care about getting it right. We're output-driven, promote quickly when people deliver, and have honest conversations early. If that's the environment you want, we'd love to hear from you.

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