IT Systems Engineer II — AI-Driven Infrastructure & Automation

Thumbtack; San Francisco (CA); On-site; USD 145,000 - 188,000; Full time

Job summary

Thumbtack’s IT Infrastructure team builds and operates the backbone that powers how employees work. As an IT Systems Engineer II, you’ll support and scale internal systems, handle inbound requests, and triage escalations from IT Support.

You’ll collaborate with engineers and leaders to implement and maintain infrastructure, SaaS platforms, cloud systems, and endpoint management, while mentoring others and delivering world-class services.

Qualifications

• 5+ years IT systems engineering in a distributed, enterprise environment.
• Proven track record administering Okta, Google Workspace, Atlassian, GitHub, Claude and Slack.
• Infra as code with Terraform or GitOps.
• AI-first mindset using Claude and ChatGPT to improve workflows.
• Automation building with Okta Workflows, Jira Automations, Slack Workflows.
• Strong knowledge of IAM systems and protocols (SAML, SCIM, LDAP, OAuth2.0/OIDC) and scripting (Python preferred, Shell).
• Understanding security/compliance with incident response practices.

Responsibilities

• Serve as primary systems administrator for key tools (Okta, Google Workspace, Atlassian, Slack) and integrations.
• Triage IT Infrastructure requests and escalate with the IT Support team.
• Implement SSO integrations and automate business processes.
• Collaborate cross-functionally to improve efficiency through system design and automation.
• Maintain data, security, and governance with least-privilege access and patching.
• Monitor systems health and participate in on-call rotations for critical components.
• Drive technology projects delivering business value.

Skills

Okta admin

Google Workspace

Atlassian

GitHub

Claude

Slack

Terraform

GitOps

IAM protocols

Tools

Okta Workflows

Jira Automations

Slack Workflows

Terraform

Job description

Thumbtack’s IT Infrastructure team builds and operates the backbone that powers how employees work. As an IT Systems Engineer II, you’ll support and scale internal systems, handle inbound requests, and triage escalations from IT Support.

You’ll collaborate with engineers and leaders to implement and maintain infrastructure, SaaS platforms, cloud systems, and endpoint management, while mentoring others and delivering world-class services.