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Team Leader, IT System Administrator

Truebill, Inc..com

130k - 160k USD/year

Office

San Francisco, CA, Washington, D.C., New York City, N.Y.

Full Time

About Rocket Moneyđź”®

Rocket Money’s mission is to meaningfully improve the financial prosperity of millions of people. Rocket Money offers members a unique understanding of their finances and a suite of valuable services that save them time and money – ultimately giving them a leg up on their financial journey.

Please note: We strongly encourage team members to be in the office 1-2 days per week, though there is no formal in-office requirement.

About The Team 🤝

Rocket Money’s IT team is a small, high-impact group of systems thinkers, automation advocates, security champions, and hands-on problem solvers. We ensure that our team members have seamless, secure access to the right tools and resources, enabling them to do their best work while supporting the company’s ever-changing needs.

We are committed to improving access management, automating repetitive tasks, and building strong relationships across the Rocket ecosystem to drive operational excellence. Our work impacts every team member and contributes directly to Rocket Money’s success.

We are seeking a Team Leader, IT System Administrator, who will serve as a player-coach –leading our IT operations, directly contributing to complex technical challenges, and streamlining access, automation, and infrastructure processes to create a world-class team member experience.

In This Role, You'Ll:

  • Lead and inspire a team of IT System Administrators, providing mentorship, guidance, and support for their growth and development.
  • Oversee the end-to-end automation of onboarding and offboarding processes, ensuring seamless access provisioning and deprovisioning across internal and external systems (such as Okta, custom workflows, and more), with a long-term goal of ensuring every team member has access to every tool they need on day one.
  • Develop and own automation solutions and integrations for repetitive or manual IT tasks, driving efficiency across the organization.
  • Act as a primary escalation point for IT-related questions and challenges, both within Rocket Money and the wider Rocket organization, championing a culture of automation and continuous improvement.
  • Act as a proactive advocate for Rocket Money’s IT needs across the broader Rocket ecosystem — championing seamless team member experiences for essential services such as VPN and network connectivity, while thoughtfully balancing usability with organizational security requirements.
  • Build and maintain strong, cross-functional relationships across technical and non-technical teams, partnering closely to address challenges and develop best practices.
  • Defining OKRs for the IT organization, tracking success with measurable results that focus on highest-impact areas first.

About You 🦄

  • 5+ years of experience in IT or Systems Administration roles, with demonstrated growth and increasing responsibilities (including 1+ years in a leadership or mentorship capacity).
  • Proven track record of administering identity and access management platforms, especially Okta (including SAML & SCIM integrations).
  • Skilled with Slack integrations; experience designing custom Slack Workflows is a plus.
  • Strong automation mindset and hands-on experience streamlining workflows with code and scripting (Python, bash, PowerShell, or similar).
  • Excellent communication skills, with a collaborative spirit and the confidence to contribute ideas among experts from diverse disciplines.
  • A trusted advisor, known for building strong relationships and a reputation as a go-to expert for IT solutions, advice, and implementation.
  • Your hatred for repetitive tasks drives you to automate as much as possible. You get this comic: https://xkcd.com/1205/
  • You relate with others well, such that people come to you as a trusted expert whether they have a need or an idea.

We Offer đź’«

  • Health, Dental & Vision Plans
  • Life Insurance
  • Long/Short Term Disability
  • Competitive Pay
  • 401k Matching
  • Team Member Stock Purchasing Program (TMSPP)
  • Learning & Development Opportunities
  • Tuition Reimbursement
  • Unlimited PTO
  • Daily Lunch, Snacks & Coffee (in-office only)
  • Commuter benefits (in-office only)

Additional information: Salary range of $130,000 - $160,000/year + bonus + benefits. Base pay offered may vary depending on job-related knowledge, skills, and experience.

Rocket Money is an Affirmative Action and Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, or protected veteran status and will not be discriminated against on the basis of disability.

Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records.

Team Leader, IT System Administrator

Office

San Francisco, CA, Washington, D.C., New York City, N.Y.

Full Time

130k - 160k USD/year

October 9, 2025

company logo

Truebill, Inc.