Senior IT Systems Engineer

Underdog Sports

10d • $135,000 - $147,500 • Remote

About The Position

As the Senior IT Systems Engineer, You aren’t just keeping the lights on; you are engineering the engine that powers our internal growth. In this role, you will move beyond standard ticket closing to architect automated identity solutions and SaaS integrations that support our scaling workforce. You’ll be the technical escalation point for the entire IT organization, turning complex manual problems into streamlined, automated workflows that allow us to scale securely.

Requirements

• 7+ years of experience with end-user support and Systems Administration.
• Advanced administration experience with multi-domain Google Workspace instances in a global environment (1000+ users).
• Proven experience managing large-scale device fleets (Mac/Windows) via MDM tools like Jamf, Kandji, or JumpCloud, including policy creation and compliance reporting.
• Deep expertise in Identity/SSO/SAML systems (Okta preferred) in a large-scale environment.
• Experience automating user lifecycle management
• Advanced administration skills within Slack Enterprise Grid.
• Ability to work independently across functions and communicate effectively with all levels of management.
• Strong analytical skills with the ability to adapt to a dynamic project environment.

Nice To Haves

• Advanced understanding of Workday, Google Workspace, Okta, and MDM management Tools (Kanji, Jumpcloud).
• Extensive knowledge in Okta technologies (Okta Workflows, Governance, Access Requests, Identity Threat Protection).
• Proficiency in scripting (BASH, Python).
• Relevant certifications (Okta and Google Workspace).

Responsibilities

• Automate provisioning and de-provisioning of applications using SAML and SCIM.
• Design and execute automated workflows for employee onboarding, off-boarding, and lifecycle management.
• Administer and optimize various SaaS tools, leveraging APIs to manage functionality and integration.
• Troubleshoot complex identity and access management (IAM) issues and handle technical escalations from junior IT staff.
• Collaborate with cross-functional teams to drive technical solutions for company initiatives.
• Document system administration operating procedures and advocate for knowledge sharing across IT.
• Provide training and mentorship to support staff to shift knowledge left.
• Stay current with industry best practices, trends, and security standards.

Benefits

• Unlimited PTO (we're extremely flexible with the exception of the first few weeks before & into the NFL season)
• 16 weeks of fully paid parental leave
• Home office stipend
• A connected virtual first culture with a highly engaged distributed workforce
• 5% 401k match, FSA, company paid health, dental, vision plan options for employees and dependents

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed
• Number of Employees: 251-500 employees