Systems Administration II

About the role

At CarGurus (NASDAQ: CARG), our mission is to give people the power to reach their destination. We started as a small team of developers determined to bring trust and transparency to car shopping. Since then, our history of innovation and go-to-market acceleration has driven industry-leading growth. In fact, we're the largest and fastest-growing automotive marketplace, and we've been profitable for over 15 years. What we do The market is evolving, and we are too, moving the entire automotive journey online and guiding our customers through every step. That includes everything from the sale of an old car to the financing, purchase, and delivery of a new one. Today, tens of millions of consumers visit CarGurus.com each month, and ~30,000 dealerships use our products. But they're not the only ones who love CarGurus-our employees do, too. We have a people-first culture that fosters kindness, collaboration, and innovation, and empowers our Gurus with tools to fuel their career growth. Disrupting a trillion-dollar industry requires fresh and diverse perspectives. Come join us for the ride! Role overview As a System Administrator II, you will help support and improve the core systems and services our employees use every day. You will work across identity, collaboration tools, office networking, and remote access technologies to help deliver a secure, reliable, and seamless employee experience. This role is ideal for someone who enjoys a mix of operational support and project work, is comfortable troubleshooting across multiple platforms, and thrives in a fast-paced environment. You will play an important role in supporting key systems including Okta, Slack, Google Workspace, Microsoft 365, and remote access solutions such as VPN and ZTNA.

Responsibilities

• Support and administer core enterprise systems and collaboration platforms across the business
• Manage day-to-day administration of Okta or a similar identity platform, including user provisioning, access changes, group management, and login troubleshooting
• Support collaboration tools including Slack, Google Workspace, Microsoft 365, and related business applications
• Help maintain secure access controls, MFA, and other identity and access management best practices
• Support office network services and remote access tools, including Wi-Fi, VPN, and ZTNA solutions
• Troubleshoot employee issues across identity, collaboration tools, network connectivity, and remote access
• Perform regular maintenance, upgrades, patching, and configuration changes across managed platforms
• Create and maintain documentation, runbooks, and knowledge base content
• Contribute to projects that improve reliability, user experience, and operational efficiency
• Work within a sprint-based planning model while balancing project work and day-to-day support needs
• Participate in an on-call rotation as needed

Requirements

• 3+ years of experience in systems administration, IT operations, or enterprise application support
• Hands-on experience with Okta or a similar identity and access management platform
• Experience supporting collaboration tools such as Slack, Google Workspace, and Microsoft 365
• Experience supporting enterprise networking and remote access solutions, including VPN and/or ZTNA
• Strong troubleshooting and problem-solving skills
• Experience with user lifecycle management, SSO, MFA, and access management processes
• Strong organizational skills and the ability to manage multiple priorities
• Strong written and verbal communication skills
• Ability to work cross-functionally with IT, Security, and business stakeholders
• Willingness to participate in an on-call rotation
• The displayed range represents the expected annual base salary / On-Target Earnings (OTE) for this position. On-Target Earnings (OTE) is inclusive of base salary and on-target commission earnings, which applies exclusively to sales roles.
• Individual pay within this range is determined by work location and other factors such as job-related skills, experience, and relevant education or training.
• This annual base salary forms part of a comprehensive Total Rewards Package. In addition to benefits, this role may qualify for discretionary bonuses/incentives and Restricted Stock Units (RSUs).
• Position Pay Range
• $84,000 - $105,000 USD
• Working at CarGurus

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