People Operations Specialist

Rush Street Interactive•Chicago, IL

10h•Remote

About The Position

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.

Requirements

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)
Able to travel occasionally both domestically and international

Nice To Haves

Familiarity with ADP, Confluence, and Jira
Project management experience supporting People initiatives
Experience in a regulated industry
Basic knowledge of SOX compliance and its application to People Team processes

Responsibilities

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