IT Systems Engineer II

Thumbtack; Northern (KY); Hybrid; USD 123,000 - 160,000; Full time

Benefits offered by this job

PTO

Remote work stipend

Professional development stipend

Thumbtack Bucks

Mental health & financial coaching

Job summary

Thumbtack’s IT Infrastructure team seeks an IT Systems Engineer II to build, operate, and scale internal systems, handle requests from the business, and triage escalations with IT Support. You’ll work across identity, cloud services, and security to empower teammates with reliable access and secure workflows.

You bring an AI-first mindset, strong automation skills, and collaboration across teams to deliver high-value services and reduce toil.

Qualifications

• 5+ years IT systems engineering experience in a distributed enterprise environment.
• Proven experience administering core IT platforms like Okta, Google Workspace, Atlassian, GitHub, Slack.
• Infrastructure as code with Terraform or GitOps.
• AI-first mindset with Claude/ChatGPT for workflow enhancements.
• Automation using Okta Workflows, Jira Automations, Slack Workflows.
• Identity access management knowledge (SAML/SCIM/OIDC) and scripting (Python).
• Security/compliance awareness including incident response.

Responsibilities

• Act as primary systems administrator for Okta, Google Workspace, Atlassian, Slack, Claude, GitHub, etc.
• Escalation point for IT Support; troubleshoot and document processes.
• Handle inbound IT Infrastructure requests; scope requirements for SSO and integrations.
• Collaborate cross-functionally to improve efficiency via systems design and automation.
• Manage data, security, and governance; ensure least-privilege access and patching.
• Monitor health, troubleshoot advanced issues, participate in on-call rotation.
• Drive technology projects delivering measurable business value.

Skills

IT systems engineering

IAM concepts

automation mindset

scripting (Python)

communication skills

Tools

Terraform

GitOps

Okta Workflows

Jira Automations

Slack Workflows

Job description

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 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.

Hear from

Katherine

"What I love most is having talented peers to learn from and collaborate with, as well as working on projects that are complex and have a huge impact on the company's bottom line."

Katherine

Lead Engineering Technical Program Manager

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 San Francisco / Bay Area, San Jose, New York City, or Seattle metros, the expected total cash compensation (base salary + variable pay, if applicable) range for the role is currently $145,400.00 - $188,100.00.
• For candidates living in Austin, TX or Washington DC metros or in California, Massachusetts, New Jersey, or Washington states, the expected total cash compensation (base salary + variable pay, if applicable) range for the role is currently $130,900.00 - $169,400.00.
• For candidates living in all other US locations, the expected total cash compensation (base salary + variable pay, if applicable) range for this role is currently $123,300.00 - $159,500.00.

Supporting you at work and beyond

In addition to our virtual-first model, we offer:

Paid time off

Recharge with PTO, in addition to 20 company-wide holidays each year, including a week-long end-of-year shutdown.

Remote work stipend and reimbursements

$1,000 USD/$1,400 CAD annual stipend for professional development, self care, office set-up and more. We also provide cell phone and Wi-Fi reimbursements.

Support for parents and caregivers

All parents receive up to 12 weeks of paid parental leave, and birthing parents receive 8 additional weeks, for a total of 20 weeks of 100% paid parental leave (US & CAN).

Family formation benefits

$30,000 USD/CAD lifetime max reimbursement for family planning.

Mental health and financial coaching

12 coaching sessions and 12 therapy sessions for yourself and your dependents. We also offer one-on-one financial guidance from a financial wellness provider.

Thumbtack Bucks

$450 USD/CAD quarterly stipend to book a pro on Thumbtack for virtual or in-person services — anything from home care services to planning a child’s birthday party and beyond.

Claude Enterprise (Claude.ai, Claude Code, Cowork, Claude Desktop, Ask Thumbtack), OpenAI Enterprise ChatGPT & Codex, Cursor, Gemini Enterprise, Granola, Coda AI, Zoom AI Companion, Linear, and more.
*Access varies based on location, team, and role.