Lead, IT Systems Engineer - AI & Automation

Job Description

Thumbtack is seeking a Lead IT Systems Engineer to join their Internal Tools team. This role focuses on designing, building, supporting, and scaling internal systems, with a strong emphasis on leveraging automation and AI to improve IT processes. The Lead IT Systems Engineer will collaborate with various teams to execute projects, manage data, and maintain infrastructure, systems, and integrations.

Responsibilities:

• Act as the primary owner and architect for workflow automation.
• Design, automate, build, manage and optimize highly-available, scalable IT systems infrastructure.
• Act as a primary administrator for Okta, Google Workspace, Atlassian, Slack, and other key tools.
• Collaborate with cross-functional teams to improve efficiency via systems and automation architecture, strategy and direction, and AI tools.
• Improve the quality, reliability, and supportability of existing infrastructure.
• Manage data, security, and legal governance processes and maintain compliance with security standards.
• Proactively monitor systems health, identify, troubleshoot and resolve advanced issues, and participate in on-call rotation for critical components & changes.
• Lead technology projects to completion with a focus on delivering business value, leading through change, and fostering continuous process improvement.
• Build and manage relationships, roadmaps and costs for vendors and 3rd-party partners.

Requirements:

• 5+ years IT systems experience in a distributed, enterprise IT environment.
• Proven track record of designing, integrating, automating a wide variety of processes using Okta Workflows.
• Proficiency in additional automation tools beyond Okta Workflows (AWS Lambda, Jira Automations, Slack Workflows, Workato).
• Experience designing, automating, integrating, deploying, securing and monitoring Okta, Google Workspace, Atlassian, and Slack and using AI tools.
• Excellent working knowledge of identity access management systems, services and protocols (SAML, SCIM, LDAP, OAuth2.0/OIDC), and proficiency in scripting languages (Python (preferred), Golang, Ruby, JavaScript, Shell).
• Working knowledge of AWS; familiarity with other cloud platforms; experience with AI tools and concepts.
• Excellent strategic thinking, analytical and problem-solving skills; ability to make thoughtful technical proposals, provide root cause analysis and demonstrate results through testing and metrics, and drive engineering excellence.
• A great teammate mentality and ability to be a partner and mentor who has outstanding communication and interpersonal skills, works well cross-functionally, and thrives in a fast-paced, virtual first environment.
• Understanding of security and compliance methodologies and practices, including experience with security incident response processes and tools, SIEM (Splunk, Syslog), SOX and PCI.

Thumbtack offers:

• A remote work environment.