Director, People Operations

About Us

Rush Street Interactive (NYSE: RSI) is a market leader in online casino and sports betting, currently operating real-money gaming with our brands: BetRivers.com, PlaySugarHouse.com, and RushBet.co. We’re building bridges between online, social and land-based gaming businesses to create amazing, integrated experiences that keep players in the game.

Role Summary

We are looking for a Director of People Operations to lead and scale our global benefits, payroll, and compensation functions. This is a high-impact leadership role for someone who thrives at the intersection of strategy and execution, someone who can build scalable, employee-centered programs while managing a team and partnering closely with senior leadership. Reporting to the VP, People Operations, you will own the infrastructure that keeps our people programs running seamlessly across a growing global organization.

What You'll Do

• Lead and develop a team responsible for global benefits strategy and management, payroll processing, and compensation program management
• Own the design, implementation, and ongoing evaluation of competitive global benefits programs that attract and retain top talent
• Lead payroll vendor strategy and processing decisions, ensuring the organization has the right partners, processes, and infrastructure to support a growing global workforce
• Drive the annual compensation planning process, including salary benchmarking, merit cycles, incentive programs, and equity administration
• Partner with senior leadership to develop and evolve the organization’s compensation philosophy, ensuring it is competitive, equitable, and aligned with business objectives
• Serve as a trusted advisor to senior leadership on compensation, benefits, payroll, and broader People Operations strategy
• Oversee global job leveling, career architecture frameworks, and compensation structures to ensure consistency and equity across all regions
• Partner with Finance, Legal, and external vendors to ensure compliance with local, state, federal, and international regulations across all markets
• Foster a culture of collaboration, operational excellence, and continuous process improvement to drive efficiency, scalability, and an exceptional employee experience
• Build and present reporting, analytics, and insights on People Operations metrics to inform leadership decision-making
• Champion a best-in-class employee experience through thoughtful program design, communication, and operational excellence
• Drive continuous improvement initiatives focused on simplifying processes, increasing operational efficiency, and enhancing employee satisfaction
• Partner cross-functionally with People Partners, Talent Acquisition, Finance, Legal, and senior leadership on broader people strategy initiatives as needed
• Evaluate and optimize People Operations systems, workflows, and processes to support organizational growth and scalability

What You'll Bring

• Bachelor’s degree required; equivalent combination of education and relevant experience may be considered.
• 10+ years of experience in People Operations, with at least 5 years in a leadership role managing a team
• Exposure to building and successfully executing payroll, benefits and compensation strategies and processes
• Proven ability to track, prioritize and drive to success on multiple concurrent projects with a strong operational background
• Hands-on, solutions-oriented leader with the ability to balance strategic thinking and operational execution in a fast-paced environment
• Strong working knowledge of HR platforms like Workday and ADP
• Excellent communication, influencing, and change management capabilities
• Strong Excel skills