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IT Systems Engineer II

Thumbtack - Remote - Remote - posted 2026-10-02

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Salary: USD 123,300 - 188,100 / annual

Thumbtack is a home services marketplace that helps millions of people care for their homes through personalized guidance, AI tools, and a network of 300,000 local service businesses. The IT Infrastructure team builds and operates the systems that power how Thumbtack employees work, delivering reliable, scalable, and secure infrastructure across identity, SaaS platforms, cloud systems, and endpoint management. As an IT Systems Engineer II, you will be a core member of this team, responsible for building, supporting, and scaling internal systems. Your responsibilities will include: - Serve as primary systems administrator for Okta, Google Workspace, Atlassian, Slack, Claude, GitHub, and other key tools, implementing and maintaining integrations with other platforms. - Act as an escalation point for the IT Support team, troubleshooting complex technical problems and documenting processes. - Triage and handle inbound IT Infrastructure requests from the business, including scoping SSO implementations, configuring SaaS tools, and leveraging automation to solve inefficient processes. - Collaborate with cross-functional teams to improve efficiency through systems design, automation, and AI tools. - Manage data, security, and legal governance processes while maintaining compliance with security standards (least-privilege access, patching, two-factor authentication, VPN). - Proactively monitor systems health, identify and resolve advanced issues, and participate in on-call rotation for critical components. - Drive technology projects with a focus on delivering business value. You will work closely with engineers, program managers, leaders, and partners to execute projects and manage critical infrastructure end-to-end from intake through ongoing operations and continuous improvement. REQUIREMENTS: - 5+ years of IT systems engineering experience in a distributed, enterprise IT environment - Proven track record administering core IT platforms (Okta, Google Workspace, Atlassian, GitHub, Claude, Slack) - Experience managing infrastructure as code using tools like Terraform or GitOps - AI-first mentality with demonstrated experience enabling tools like Claude and ChatGPT for colleagues - Proficiency in building automations using Okta Workflows, Jira Automations, and Slack Workflows - Excellent working knowledge of identity access management systems, services, and protocols (SAML, SCIM, LDAP, OAuth2.0/OIDC) - Proficiency in scripting languages, preferably Python or Shell - Understanding of security and compliance methodologies, including experience with security incident response processes and tools - Excellent communication skills with a passion for technology, mentoring others, and delivering world-class services

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