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People Operations Specialist

Chicago

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.

The People Operations Specialist supports employee lifecycle processes by managing Workday transactions, maintaining accurate employee data, and ensuring compliance with internal policies and regulatory requirements. This role partners with Compliance, Legal, and cross-functional teams to support People Operations processes globally while serving as a subject matter expert for North America. Responsibilities include responding to escalated inquiries, supporting audits and compliance requests, generating reports, supporting payroll and benefits, documenting and maintaining processes, and identifying improvements to ensure efficient and consistent People Team operations

What You'll Do:

  • Process employee lifecycle transactions including hires, transfers, promotions, leaves of absence, and terminations in Workday and other People Team systems
  • Maintain accurate and complete employee records and ensure data integrity through regular audits and data validation
  • Provide operational support and guidance for employee lifecycle processes, ensuring consistency and adherence to established procedures
  • Maintain US workers’ compensation codes in Workday, conduct periodic audits, and coordinate required insurance filings
  • Maintain global employment document templates and coordinate annual reviews with the Legal team
  • Respond to employee, manager, and vendor inquiries escalated by People Coordinator(s) regarding People Team policies, procedures, and systems
  • Support internal and external compliance requirements including recordkeeping, documentation management, and responding to internal audit requests by gathering and validating employee records and supporting documentation
  • Support People Operations processes globally while serving as a subject matter expert for North America, specifically Canada, ensuring adherence to applicable employment standards, compliance requirements, and internal policies
  • Partner with external Payroll and Benefits teams to ensure accurate employee updates and support related processes
  • Generate and maintain standard and ad hoc People data reports from Workday to support operational and compliance needs
  • Document and continuously improve People Operations workflows, processes, and system utilization
  • Assist in training and onboarding People Coordinators or other junior team members
  • Partner with cross-functional teams to ensure consistent People Team practices and positive employee experience
  • Support additional tasks or projects as assigned by the Manager, People Operations

What You'll Bring:

  • Bachelor’s Degree in HR, Business, or a related field
  • 3+ years of Human Resources experience
  • Strong knowledge of US and Canada operational employment laws, benefits, payroll, and People Team processes
  • Strong problem-solving and critical thinking skills
  • Excellent written and verbal communication skills
  • Demonstrated discretion, professionalism, and sound judgment when handling confidential or sensitive information
  • Ability to identify opportunities for improvements aligned with business needs and People Team policies
  • Highly organized with strong attention to detail and the ability to manage multiple priorities
  • Proficiency in Workday reporting and processing employee lifecycle transactions
  • Strong collaboration skills with the ability to cultivate positive working relationships across teams
  • Proficiency in Microsoft Office Suite (Excel, PowerPoint, Word)
  • Familiarity with ADP, Confluence, and Jira, preferred.
  • Project management experience supporting People initiatives, preferred.
  • Experience in a regulated industry, preferred.
  • Basic knowledge of SOX compliance and its application to People Team processes, preferred. 
  • Able to travel occasionally both domestically and international #LI-REMOTE #LI-PROMOTE
This role spans a wide breadth of experience at Rush Street Interactive, welcoming candidates with diverse experiences, backgrounds, and locations. The pay range reflects potential variations in experience, skills, and location. The pay range does not reflect total compensation, which includes base pay, benefits, and/or bonuses. For candidates outside the US (Canada, Europe, Latin America), we take a locally informed approach to compensation and will share specific ranges based on your country of residence.

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)

Pay Range

$60,000 - $70,000 USD

What Makes Us Great:
  • 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.

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