
IT Support Engineer
Underdog Fantasy
full-time
Posted on:
Location Type: Remote
Location: United States
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Salary
💰 $90,000 - $112,500 per year
About the role
- Serve as the initial point of contact for hardware, software, and access requests across our fully distributed team, triaging and resolving issues efficiently with a high standard for response time and quality.
- Build and maintain automations and AI workflows using tools like Okta Workflows, n8n, OpenAI, Claude and similar platforms to streamline provisioning, requests, and routine operational work.
- Execute end-to-end onboarding and offboarding workflows in partnership with our People team, including account provisioning/deprovisioning, Google Workspace account management, SaaS access grants and revocations, and enterprise fleet management.
- Manage Mac and Windows device lifecycle through Kandji and Jumpcloud MDM: procurement, enrollment, configuration, app deployment, compliance enforcement, and secure wipe/retrieval.
- Administer identity and access management in Okta, including SSO configuration, group management, and SCIM integrations.
- Support IT security initiatives including endpoint compliance, access audits, and Device Trust enforcement in partnership with the Security/Technical Compliance team
- Identify inefficiencies, document processes, and build self-service resources that scale IT operations as the company grows.
Requirements
- 2–4+ years of hands-on IT Support, Systems Administration, or IT Engineering experience, preferably in a remote-first or distributed environment.
- Extensive experience in administering Okta (SSO, MFA, lifecycle management, group/policy configuration) — this is a must-have.
- Working experience administering macOS and Windows devices at scale using an MDM platform (Kandji and Jumpcloud strongly preferred).
- Working experience in building automations using Okta Workflows, scripting (Bash/Python), and API integrations to streamline provisioning, offboarding, and recurring IT operations.
- Working knowledge of Google Workspace administration (user management, OUs, Groups, GAM is a plus).
- Strong customer service instincts and clear written communication — you’re someone teammates trust to solve their problems quickly and keep them informed.
- Comfort working in a security-conscious environment with exposure to access audits, compliance standards, and endpoint security tooling.
- A proactive, continuous-improvement mindset — you look for root causes, document what you learn, and reduce repeat issues over time.
Benefits
- Unlimited PTO for full-time employees (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
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
IT SupportSystems AdministrationIT EngineeringOktamacOSWindowsMDMBashPythonGoogle Workspace
Soft Skills
customer servicewritten communicationproactive mindsetcontinuous improvementproblem-solvingtrustworthinessefficiencydocumentationscalabilitycollaboration