IT Systems Engineer, League

• Bachelor of Science degree (BS) in Computer Science (or a related field)
• Minimum 4 years of experience in internal IT operations, systems administration, or enterprise IT roles
• Strong analytical and problem solving skills
• Strong experience managing endpoints (macOS required; Windows optional)
• Hands-on experience with identity and access management (Okta, Kolide, Google Workspace)
• Experience administering and integrating SaaS platforms (1Password, Proofpoint, NetSkope, Okta, Slack, Jira, GitHub, Crowdstrike)
• Ability to script or automate workflows using Python, Shell, or similar tools
• Familiarity with APIs, SaaS integrations, or workflow automation tools
• Practical understanding of IT security fundamentals (endpoint security, access control, monitoring)
• Comfortable working in fast-moving, ambiguous environments with shifting priorities
• Clear, pragmatic communicator with a solutions-first mindset and “Can Do” attitude
• We are looking for the best candidates for our open roles, but do not expect applicants to meet every qualification in order to be considered
• If you are excited about what you could accomplish at League and believe you can add value to our team, we would love to hear from you

Desirable

• We’re looking for an IT Systems Engineer to help integrate, scale and secure the internal systems that power a fast-growing organization
• This role is hands-on and impact-driven, focused on endpoints, identity, and SaaS platforms—while building smart, automated solutions that keep pace with growth
• You’ll operate beyond traditional helpdesk work, owning systems end-to-end, improving how tools integrate, and embedding security into everyday IT operations
• You’ll also have opportunities to work with modern AI-powered tools and automation to streamline workflows and improve the employee experience
• Be part of day-to-day operation of corporate macOS endpoints (macOS)
• Manage device lifecycle at scale: provisioning, configuration, patching, and offboarding
• Provide tier 2/3 support for complex endpoint, access, and SaaS issues
• Administer identity and access management systems (SSO, MFA, RBAC)
• Own user lifecycle workflows (onboarding, role changes, offboarding) in a fast-changing environment
• Manage and integrate core SaaS tools across productivity, engineering, and business functions
• Continuously review and improve access controls using least-privilege principles
• Design and implement IT solutions that scale with company growth
• Automate repetitive IT workflows using scripting, APIs, and no-/low-code tooling
• Integrate SaaS platforms using native integrations, webhooks, and APIs
• Evaluate and support AI-powered IT and productivity tools (e.g., AI assistants, ticket triage, workflow automation) to reduce manual work and improve response times
• Maintain clear documentation, runbooks, and standards to support rapid onboarding and change
• Apply secure configuration and hardening standards across endpoints and SaaS systems
• Support security monitoring and alert triage in partnership with the Security team
• Assist with incident response, investigations, and remediation efforts related to IT systems
• Support compliance and audit readiness through strong access controls and operational hygiene
• Partner closely with Engineering, Security, People, and Business teams
• Communicate clearly during incidents, changes, and rapid growth periods
• Bring an ownership mindset and continuously look for ways to improve how IT operates
• Follow company information security policies and secure operating practices
• Support audits, reviews, and compliance activities as required
• Promptly report security incidents, risks, or policy violations

• Applying to a role you love can be exhausting, and understanding the next steps can feel vague and uncertain
• You have done the hard part of submitting your application; let's do ours by sharing potential next steps
• You should receive a confirmation email after submitting your application
• A recruiter (not a computer) reviews all applications at League
• If we see alignment with League's needs, a recruiter will reach out to learn more about your goals. The recruiter will also share the team-specific interview process depending on the roles you are exploring
• The final step is an offer, which we hope you will accept!
• Prior to joining us, we conduct reference and background checks. Additional checks could be required for US Candidates, depending on the role you are exploring