Job Description

We’re Underdog.

The fastest-growing sports gaming company – ever.

We build innovative games, products, and experiences for American sports fans.

We’re here to shake up the fastest growing industry with bold ideas, custom-built tech, and the drive to win.

Founded in 2020, our team has built four of today’s most widely played fantasy games and launched the Underdog Sportsbook – built entirely in-house with our own technology. That means we control our product, move fast, and create experiences you won’t find anywhere else.

In just over two years, we’ve reached over a $1.2 billion valuation, with investors like BlackRock, Spark Capital, SV Angel, Mark Cuban, Kevin Durant, and Adam Schefter. And we’re just getting started.

At Underdog, we believe that sports are for everyone. Join us.

About the role and why it’s unique:

• Lead and optimize IT support operations, ensuring a seamless employee experience
• Manage the Service Desk and IT service delivery, leveraging Freshservice for ticketing and automation
• Oversee identity and access management (IAM) with Okta, ensuring secure authentication, SSO, and MFA enforcement
• Manage device and endpoint security using JumpCloud (MDM for macOS/Windows) and Kandji (Apple MDM)
• Administer and support Google Workspace, Zoom, and Slack, ensuring efficient collaboration and security
• Improve onboarding/offboarding workflows, integrating IAM, MDM, and SaaS tools for efficiency
• Implement security best practices, including access controls, endpoint compliance, and SaaS security policies
• Drive process improvements and IT documentation to enhance IT support efficiency
• Partner cross-functionally with different departments to streamline IT processes and ensure alignment with company goals
• Establish and track OKRs to measure Service Desk performance, SLA adherence, and employee satisfaction

Who you are:

• 5+ years of IT support or IT operations experience, including 3-5 years in a leadership or management role
• Strong hands-on experience with Freshservice, Okta, Kandji, JumpCloud (MDM), Cerby, Google Workspace, Zoom, and Slack
• Proficient in Service Desk management, SaaS administration, identity management, and endpoint security
• Experienced in Apple (macOS/iOS) and Windows environments
• Deep understanding of evolving security threats and how to mitigate them through proactive IT measures
• Knowledgeable in zero-trust security principles, including least privilege access, MFA enforcement, and continuous authentication
• Skilled in IAM best practices, including SSO, automated provisioning and deprovisioning, and regular access reviews
• Familiar with ITIL frameworks and IT service management best practices
• Skilled in troubleshooting, IT documentation, and process optimization
• A strong communicator with excellent problem-solving and leadership skills
• Comfortable working in fast-paced, dynamic environments with evolving IT needs
• Experience in guiding teams through IT transitions, system implementations, and IT security policy rollouts

Even better if you have:

• ITIL certification or experience implementing ITSM best practices
• Experience managing or mentoring IT teams with a focus on IAM, endpoint security, or SaaS administration
• Familiarity with device compliance standards and experience enforcing security policies in MDM solutions like JumpCloud and Kandji
• Experience with Cerby or similar SaaS security tools to manage unsanctioned app access and shadow IT risks
• Familiarity with compliance frameworks such as SOC 2, ISO 27001, NIST, or GLI-33B
• Hands-on experience integrating SSO, MFA, and security policies across multiple SaaS platforms
• Background in IT asset management, including vendor management, procurement, and budget planning to support IT operations

Our target starting base salary range for this position is between $124,000 and $140,000, plus target equity. The starting base salary will depend on a number of factors including the candidate’s skills and experience, among other things.

What we can offer you:

• 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
• A $500 home office allowance
• 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

#LI-REMOTE

This position may require sports betting licensure based on certain state regulations.

Underdog is an equal opportunity employer and doesn't discriminate on the basis of creed, race, sexual orientation, gender, age, disability status, or any other defining characteristic.

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