Director, IT

About Our ClientOur client is a rapidly growing sports gaming company, focused on making sports more engaging. It combines intuitive user experiences with innovative game designs to create a premier experience for sports fans.Since 2020, the company has launched several widely played fantasy games and developed its Sportsbook entirely in-house. It operates with speed and urgency, creating unique experiences.With significant backing from investors, the organization is poised for continued growth.The team plays and wins collaboratively. It embraces challenges and is unafraid to tackle difficult problems, approaching them with ambition and optimism. The focus is on the passion for the game.About The RoleThis role seeks a Director of IT Operations & Enterprise Systems to lead the internal technology function. In this position, the individual will define the vision, build the roadmap, and lead the execution for IT infrastructure, enterprise applications, and internal systems — ensuring performance, scalability, and security as the organization expands. The role balances strategic leadership with hands-on problem-solving, building a high-performing team that maintains smooth system operations and empowers employees.Key ResponsibilitiesOversee corporate network infrastructure, end-user computing, service desk, and endpoint security.Manage identity and access management platforms (Okta, AD) and endpoint management tools (Kandji, JumpCloud).Lead ERP, HRIS (Workday), CRM, and other core business applications.Ensure systems are well-integrated, reliable, and aligned with business needs.Partner with Finance, People, Security, and other teams to optimize workflows and reporting.Drive high availability, incident response, and disaster recovery readiness in the Enterprise environment.Partner with Security on compliance, risk management, and data privacy requirements.Manage technology vendor relationships, contracts, renewals, and SLAs.Evaluate new solutions and negotiate for cost efficiency and innovation.Implement IT governance, ITSM best practices, and scalable support workflows.Establish and monitor KPIs for service delivery and system performance.Hire, coach, and develop IT and enterprise applications staff.Foster a culture of agility, service excellence, and continuous improvement.Required Qualifications10+ years of progressive IT operations and enterprise applications experience in high-growth environments.6+ years leading teams, with a track record of scaling IT capabilities in complex, fast-paced B2C or tech settings.Deep expertise with ERP, HRIS (Workday), identity platforms (Okta, Azure AD), and endpoint management (Kandji, JumpCloud or similar).Strong understanding of SaaS heavy environments, integration architecture, and IT governance frameworks.Proven vendor management skills, including contract negotiation and performance management.Excellent leadership, communication, and stakeholder management abilities.Additional InformationThe target starting base salary range for this position is between $185,000 and $210,000, plus target equity. The starting base salary will depend on a number of factors including the candidate’s skills and experience, among other things.Unlimited PTO (flexibility is high, with the exception of the first few weeks before and 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.This position may require sports betting licensure based on certain state regulations.Note:“We are not the EOR (Employer of Record) for this position. Our role in this specific opportunity is to connect outstanding candidates with a top-tier employer. Swooped helps candidates around the world to discover and stay focused on the jobs they want until they can complete a full application in the hiring company career page/ATS.”