IT Support Engineer

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🕒 March 19

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Underdog Fantasy

WebsiteLinkedInAll Job Openings

201 - 500 employees

🎮 Gaming

⚽ Sports

👥 B2C

Gaming • Sports • B2C

Underdog Fantasy is a company specializing in fantasy sports and sports betting. Despite the technical issue mentioned in the text, it provides a platform where users can engage in fantasy sports contests, draft teams, and potentially win prizes based on the performance of real-world athletes. The company's focus is on providing a fun and competitive experience for sports fans who want to test their skills and luck in fantasy leagues and sports-related betting.

📋 Description

• 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