Director, Gaming Regulatory Compliance

Summary

Join PrizePicks, the fastest-growing sports company in North America, as the (Senior) Director of Gaming Regulatory Compliance. Lead the development and implementation of our gaming regulatory compliance program across all jurisdictions. Ensure PrizePicks maintains compliance, navigating the evolving regulatory environment and supporting company growth. You will be a strategic thinker and hands-on leader, a subject matter expert in gaming regulations with a proven track record. This role involves regulatory program leadership, monitoring, licensing management, team development, and cross-functional collaboration. The ideal candidate will have a Bachelor's degree and 7+ years of relevant experience.

Requirements

• Bachelor's degree
• 7+ years of progressive experience in gaming regulatory compliance, risk management, or internal control, preferably within the DFS, sports betting or iGaming categories
• Deep knowledge of DFS regulations, licensing processes and operational compliance requirements
• Experience working with gaming regulators, legal teams, and government affairs stakeholders
• Ability to interpret and apply regulatory frameworks to business operations
• Proven ability to develop, implement, and manage effective compliance programs
• Strong leadership, communication, and stakeholder management skills
• Excellent analytical, problem-solving, and decision-making abilities
• Ability to work independently and as part of a team in a fast-paced environment
• You must be authorized to work for any employer in the U.S

Responsibilities

• Develop, implement, and enhance PrizePicks' comprehensive gaming regulatory compliance program, including policies, procedures, internal controls, training, and audits
• Represent PrizePicks in regulatory discussions, industry associations, and compliance forums to stay ahead of trends
• Proactively monitor and analyze changes to state and federal DFS regulations and licensure requirements, and assess their impact on PrizePicks' operations
• Provide comments and feedback to regulatory bodies to ensure alignment with industry best practices and PrizePicks' business needs
• Oversee gaming compliance requirements for third-party vendors, including banks, FYC providers, payment processors and independent testing labs
• Oversee all aspects of state-by-state DFS licensing, including applications, renewals, compliance testing (e.g., GLI), audits, and ongoing communication with regulatory bodies
• Provide strategic guidance on new market entry and expansion
• Contribute to the operation of a high-performing regulatory compliance team, defining roles, responsibilities, and performance expectations, and mentoring team members to ensure effective regulatory oversight
• Establish and maintain strong working relationships with internal teams (product, marketing, legal, engineering, customer support) to ensure cross-functional alignment and compliance
• Maintain internal compliance database covering applicable regulations to support the Compliance department’s role as internal subject matter expert on DFS compliance
• Develop, refine, and maintain policies and procedures relevant to the DFS space, conducting regular reviews and gap analyses
• Conduct regular risk assessments, policy gap analysis, and compliance reviews to identify potential vulnerabilities and implement effective mitigation strategies
• Provide guidance on necessary adjustments
• Manage responses to regulatory inquiries, working closely with the Director of Enterprise Compliance on consumer protection issues
• Review proposed new game types and features for compliance with state gaming laws and regulations, providing strategic guidance on game design and development
• Maintain accurate and up-to-date documentation related to license applications, compliance programs, and regulatory interactions, including use of third-party software
• Develop and deliver regular reports on compliance activities, risks, and trends to senior management
• Develop and deliver training programs to employees on relevant gaming regulations and compliance requirements
• Establish protocols for reporting and investigating potential compliance violations, ensuring timely remediation and corrective action

Preferred Qualifications

• Experience working directly with in-house and outside legal counsel
• Experience with stored value, money transmission, alternative payments, and cryptocurrency
• Experience in multi-jurisdictional compliance management and regulatory advocacy
• Experience working with compliance software, gaming vendors, and other related providers
• Certified Compliance Professional (CCP) or other relevant certification

Benefits

• Company-subsidized medical, dental, & vision plans
• 401(k) plan with company match
• Bi-annual bonus
• Flexible PTO to encourage a healthy work/life balance (2 weeks STRONGLY encouraged!)
• Generous paid leave programs, including 16-week paid parental leave and disability benefits
• Workplace flexibility and modern work schedules focused on getting the job done, not hours clocked
• Company-wide in-person events and team outings
• Lifestyle enhancement program
• Company equipment provided (Windows & Mac options)
• Annual performance reviews with opportunities for growth and career development