Cross Street Real Estate LLCVerified Source

Broker Operations Manager, Real Estate Brokerage & Talent Development

80K–100K
Onsite · Chicago, Illinois
Posted August 14, 2026
full-time

Overview

Own broker recruiting, onboarding, training, and career development at a growing Chicago brokerage. Build and refine systems, processes, and compliance to keep operations high-performing and scalable. If you enjoy behind-the-scenes process work, mentoring agents, and shaping how a brokerage operates, this is a great fit. You will partner with leadership to implement data-driven improvements and ensure regulatory adherence.

What You'll Do10

  • 1Lead the full recruiting lifecycle from candidate identification to interview execution and closing
  • 2Design and execute recruiting strategies with lead tracking and prospecting touchpoints
  • 3Coordinate onboarding for new agents with cross-functional teams to ensure smooth transitions
  • 4Develop and implement retention strategies in collaboration with leadership
  • 5Drive agent adoption of company technology, marketing platforms, and training resources
  • 6Partner with Learning and Development to create consistent training plans and coaching
  • 7Educate agents on license laws, compliance, contracts, and best practices
  • 8Maintain performance standards and accountability within the office
  • 9Provide mentorship and feedback to foster agent growth
  • 10Support rapid adaptation to company-wide changes and initiatives

Requirements10

  • 1Active Illinois real estate license with Managing Broker designation or ability to obtain
  • 25+ years of experience in real estate with a strong background in brokerage operations, training, or agent development
  • 3Strong understanding of state laws and regulatory compliance
  • 4People-first mindset with collaborative approach
  • 5Comfort in a fast-growing, startup-style environment
  • 6Experience with budgeting, forecasting, and data-driven decision making
  • 7Strong local market knowledge or willingness to develop it
  • 8Proficiency with Google Suite
  • 9Solid industry connections (lenders, attorneys, contractors)
  • 10Ability to work outside normal hours to handle requests and issue resolution

Salary Insight

$80 - $100k per year

Location

Typeonsite
LocationChicago, Illinois

Required Skills

Active Illinois real estate licenseManaging Broker designationBrokerage operationsAgent recruitingComplianceBudgetingData analysisGoogle SuiteIndustry connections
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