Systems Administration II

About the role

The 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
• 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
• 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

Qualifications

• Education: Bachelor's degree in Computer Science, Information Technology, or a related field
• Additional certifications: CompTIA Security+, Cisco Certified Network Associate (CCNA), or equivalent

Skills

• Technical proficiency with Windows Server, Linux, and macOS
• Experience with Active Directory, LDAP, and Kerberos
• Knowledge of cloud services and infrastructure (AWS, Azure, Google Cloud)
• Experience with scripting languages (PowerShell, Python, Bash)
• Experience with security protocols (TLS, SSL, SSH)
• Experience with network monitoring and troubleshooting tools (Wireshark, Nagios, SolarWinds)

Benefits

CarGurus offers a comprehensive benefits package including health insurance, retirement savings plans, paid time off, and more. The company also provides opportunities for professional development and community engagement through its ERGs and volunteer programs.

Pay

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.

Schedule

This role is full-time and works a standard 40-hour week. The company offers a flexible hybrid model and robust time off policies to encourage work-life balance and individual well-being.