Senior Legal Counsel, Employment

Rush Street Interactive
Chicago, IL
Category Legal
Remote
Job Description
Rush Street Interactive is seeking a Senior Legal Counsel to provide strategic and practical guidance on employment law matters across the employee lifecycle. The ideal candidate will bring deep expertise in U.S. labor and employment law and significant experience advising multinational companies with global operations and workforces.

Requirements

  • Juris Doctor (J.D.) or equivalent law degree from an accredited institution.
  • Must be licensed to practice in one or more U.S. jurisdictions.
  • 6+ years of experience practicing labor and employment law.
  • Strong legal research, writing, and analytical skills with a global mindset.
  • Proven ability to provide practical, business-oriented advice in complex, multi-jurisdictional environments.
  • Demonstrated experience working with or within international organizations, preferably with exposure to LATAM and EU employment law frameworks.
  • Effective communicator with the ability to explain complex legal concepts clearly to non-legal stakeholders.
  • Highly organized, with strong prioritization skills and the ability to manage multiple projects simultaneously in a fast-paced environment.
  • Collaborative mindset with the ability to work both independently and as part of a broader legal team.
  • Interest or experience in privacy, data protection (including GDPR), and intellectual property law is a plus.
  • Familiarity with legal technology tools is a plus.
  • Proficiency in Spanish is a plus but not required.

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)
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