IT Systems Engineer II

Thumbtack helps millions of people confidently care for their homes.

Thumbtack is the one app you need to take care of and improve your home — from personalized guidance to AI tools and a best-in-class hiring experience. Every day in every county of the U.S., people turn to Thumbtack to complete urgent repairs, seasonal maintenance and bigger improvements. We help homeowners know which projects to do, when to do them and who to hire from our growing community of 300,000 local service businesses. If making an impact inspires you, join us. Imagine what we’ll build together.

About the IT Infrastructure Team

The IT Infrastructure team builds and operates the systems that power how Thumbtack employees work. The team is composed of two core functions — IT Systems & Endpoint Engineering and IT Systems Architecture — delivering reliable, scalable, and secure infrastructure across identity, SaaS platforms, cloud systems, and endpoint management. We partner closely with IT Operations, Security, and other Engineering teams to provide seamless access to the tools employees need, and we own these systems end-to-end — from intake and implementation through ongoing operations and continuous improvement.

Challenge

As an IT Systems Engineer II on the IT Infrastructure team, you’ll build, support, and scale our internal systems, handle inbound IT Infrastructure requests from the business, and triage and handle escalations from our IT Support team. You’ll collaborate with engineers, program managers, leaders and partners to execute projects, manage critical data, and implement and maintain our infrastructure, systems and integrations. You will leverage your in-depth knowledge of SaaS systems administration, cloud-hosted services, authentication/access systems and security to solve challenges big and small. You are an excellent communicator with a passion for technology, mentoring others and delivering world-class services.

What you’ll do

• Act as a primary systems administrator for Okta, Google Workspace, Atlassian, Slack, Claude, GitHub, and other key tools and partner with IT and other teams to implement and maintain integrations with other platforms / tools.

• Serve as an escalation point for our IT Support team, troubleshooting complex technical problems, documenting processes as needed.

• Triage and handle inbound IT Infrastructure requests from the business, including scoping requirements to implement SSO and other integrations, configuration of SaaS tools, and leveraging automation to solve inefficient business processes.

• Collaborate with and enable cross-functional teams across the business to improve efficiency via systems design and automation, and AI tools.

• Manage data, security, and legal governance processes and maintain compliance with security standards (least-privilege access, patching, two-factor authentication, VPN).

• Proactively monitor systems health, identify, troubleshoot and resolve advanced issues, and participate in on-call rotation for critical components & changes (change/incident management).

• Drive and contribute to technology projects with a focus on delivering business value.

In order to be successful, you must bring

• 5+ years IT systems engineering experience in a distributed, enterprise IT environment

• Proven track record administering core IT platforms like Okta, Google Workspace, Atlassian, GitHub, Claude and Slack.

• A history of managing infrastructure as code using tools like Terraform or GitOps

• An AI-first mentality having enabled tools like Claude and ChatGPT for your colleagues and using those tools to manage your workflows

• Proficiency in building automations using tools like Okta Workflows, Jira Automations, and Slack Workflows

• Excellent working knowledge of identity access management systems, services and protocols (SAML, SCIM, LDAP, OAuth2.0/OIDC), and some proficiency in scripting languages (Python (preferred), Shell

• Understanding of security and compliance methodologies and practices, including experience with security incident response processes and tools.

Expected salary ranges

• For candidates living in Ontario and British Columbia, the expected total cash compensation (base salary + variable pay, if applicable) range for this role is currently $105,400.00 - $136,400.00.

Actual offered salaries will vary and will be based on various factors, such as calibrated job level, qualifications, skills, competencies, and proficiency for the role.

Thumbtack embraces diversity. We are proud to be an equal opportunity workplace and do not discriminate on the basis of sex, race, color, age, pregnancy, sexual orientation, gender identity or expression, religion, national origin, ancestry, citizenship, marital status, military or veteran status, genetic information, disability status, or any other characteristic protected by federal, provincial, state, or local law. We also will consider for employment qualified applicants with arrest and conviction records, consistent with applicable law.

Thumbtack is committed to working with and providing reasonable accommodation to individuals with disabilities. If you would like to request a reasonable accommodation for a medical condition or disability during any part of the application process, please contact: recruitingops@thumbtack.com.

For information about how Thumbtack collects, uses, and shares personal information about job applicants, please see our Job Applicant Privacy Policy.

We put as much craftsmanship into candidate safety as we do into the hiring experience itself. While scammers may try to impersonate our team, we’ll never ask you for money, banking info, or SSNs during hiring. Check out our blueprint on how to spot the fakes.