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.
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 including formulas, pivot tables and analytics
- Ability to partner cross-functionally and advise senior leaders
- Ability to influence stakeholders and build consensus
- Excellent analytical and problem-solving skills
- Vendor management and global compliance knowledge
- Global mindset and experience working in a multicultural environment #LI-REMOTE
Location Eligibility (for nationwide roles): Open to candidates across the U.S.
Location Eligibility (for other roles): Location requirements may vary and will be specified in the job posting.
Benefits:
- Discretionary annual company bonus (Eligibility Varies by Role)
- 401(k) plan with 100% company match on the first 4%
- Comprehensive medical coverage (HSA & FSA plans), dental, and vision insurance
- Paid Time Off (Eligibility Varies by Role)
- Employee Assistance Program (EAP)
- Comprehensive compensation
- Work-life balance initiatives
- Autonomy – we embrace personal freedom and responsibility
- Creativity – we are open to new ideas of how we can be better
- Growth – we want you to develop personally as well as professionally
- Top-notch professionals who are passionate about what they do
- People-oriented environment and supportive atmosphere
As a rapidly growing company in an emerging industry, you’ll have a huge impact on our product and our company. We like proactive team members and strive to have a company of self-disciplined professionals who enjoy collaboration, having fun, and of course, achieving together what others believe to be improbable. We are dedicated to treating everyone with respect and to support your professional and personal growth.
Rush Street Interactive is an equal opportunity employer and committed to a diverse and inclusive workplace. All qualified applicants will be considered for employment without regard to race, national origin, ancestry, sex, sexual orientation, sexual identity and expression, marital status, family status, lifestyle, age, culture, religion, military and veteran status, citizenship, or disability.
Be at the forefront of this ground-breaking industry! Apply now!
Rush Street Interactive uses AI-assisted tools at select stages of the hiring process to enhance efficiency, consistency, and communication. AI does not make hiring decisions - final decisions are made exclusively by our recruiting and hiring teams.
Skills Required
- Bachelor's degree required
- 10+ years of experience in People Operations
- 5 years in a leadership role managing a team
- Experience with payroll, benefits and compensation strategies
- Strong working knowledge of HR platforms like Workday and ADP
- Excellent communication, influencing, and change management skills
- Strong Excel skills, including formulas and pivot tables
- Vendor management and global compliance knowledge
Rush Street Interactive Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Rush Street Interactive and has not been reviewed or approved by Rush Street Interactive.
-
Leave & Time Off Breadth — Policies include generous paid time off, paid holidays and sick days, bereavement leave, and in some contexts an unlimited vacation policy. Flexible working hours and a remote-first setup help make time off practically usable.
-
Healthcare Strength — Offerings include comprehensive medical, dental, and vision coverage alongside disability insurance and FSA/HSA options. An Employee Assistance Program is also included.
-
Retirement Support — A 401(k) plan with a 100% company match on the first 4% of pay is consistently highlighted. This provides clear employer-backed support for long-term savings.
Rush Street Interactive Insights
What We Do
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. RSI was named the 2022 EGR North America Awards Operator of the Year, Customer Service Operator of the Year, and Social Gaming Operator of the Year. RSI is committed to industry-leading responsible gaming practices and seeks to provide its customers with the resources and services they need to play responsibly. For more information, visit www.rushstreetinteractive.com.
Why Work With Us
RSI is fueled by the people who drive our business day-in and day-out. We're dedicated to treating everyone with respect and trust. We embrace personal freedom and responsibility. We trust our team to make tough decisions - and we empower them to get stuff done. Most importantly, we like having fun along the way.
Gallery
.png)








