Director, Player Protection & Compliance

Skillz Inc.•Las Vegas, NV

8d•Onsite

About The Position

As Skillz scales its operations and the business becomes increasingly complex, we are looking for a dedicated Compliance leader to ensure the business meets all applicable regulatory, legal, and risk management requirements. In this role, you will establish and oversee compliance frameworks, manage relationships with regulators, and mitigate legal and financial exposure as we enter new markets and grow our user base. This function is critical to supporting Skillz's continued growth and ensuring we operate with the highest standards of integrity as we expand.

Requirements

At least 10 years of experience in compliance, regulatory affairs, or a related legal/operations discipline, with direct exposure to promotions, consumer gaming, or consumer-facing regulatory compliance required.
At least 5 years of people management experience, including hiring and developing team members at varying levels.
Demonstrated experience establishing and operationalizing a compliance function, including policy development, process infrastructure, and cross-functional program rollout, at a startup or high-growth company.
Proven ability to operate as both a strategic leader and a hands-on practitioner, setting long-term compliance direction while personally executing on foundational work in the near term.
Deep knowledge of gaming regulation, promotions compliance, and/or skill-gaming regulations across U.S. jurisdictions, with the ability to translate legal complexity into operational practice.
Comfortable operating in ambiguity, building structure where none exists, and making sound decisions without fully formed processes or precedent.
Able to drive compliance adoption across Product, Marketing, and Operations without direct authority, balancing rigor with business enablement.
Strong ability to assess, prioritize, and communicate compliance risk to senior stakeholders, distinguishing between critical exposure and manageable risk.
Track record of hiring, developing, and managing compliance professionals, with the ability to build a high-performing team from the ground up.

Responsibilities

Establish and operationalize a dedicated gaming compliance function, building the policies, processes, and infrastructure needed to support our business lines at scale.
Lead end-to-end promotional compliance across all active and upcoming consumer-facing programs, including state registration and bonding, official rules development, eligibility enforcement, and prize fulfillment oversight.
Own and maintain a company-wide compliance calendar, risk register, and incident escalation playbook, ensuring zero missed regulatory deadlines and full visibility into the company's compliance posture.
Design and enforce a pre-launch compliance review gate for all new programs and product features with a compliance surface area, partnering cross-functionally with Product, Marketing, and Legal to embed compliance into the launch process.
Monitor the regulatory landscape across relevant jurisdictions, proactively identify rule changes impacting our operations, and lead remediation efforts before effective dates.

Benefits

100% coverage for medical, dental, and vision expenses for both you and your dependents
401K matching
Equity incentives
Pre-tax benefit options
Meditation and mental health resources
Physical fitness coaching and classes
Family planning assistance
Health and parenting guidance
Virtual therapy sessions
Competitive paid time off (PTO)
Company holidays
Free breakfast and catered lunches
Snacks
Full-size gym with showers
Commuter benefits
Insurance
Team bonding events