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A highly respected, top‑performing residential real estate team based in Chicago is seeking a dynamic Director of Operations & Executive Broker to serve as the strategic right hand to the Team Leader. This pivotal role is ideal for a licensed real estate professional who combines operational excellence, strong business judgment, and a white‑glove client mindset. The Director of Operations & Executive Broker will act as the operational backbone of the business, bringing structure, accountability, and forward momentum to a fast‑paced, high‑visibility environment. This is an in-office role that follows a Tuesday - Saturday schedule and an active Illinois Real Estate License is required.

THE ROLE:

• Serve as the primary operational and strategic partner to the Team Leader, ensuring priorities and initiatives are executed seamlessly.
• Manage complex calendars, scheduling, daily workflows, and executive‑level task prioritization.
• Act as a central communication hub, filtering information and ensuring timely follow‑up across all stakeholders.
• Develop, document, and continuously refine standard operating procedures and training materials.
• Train, manage, and hold team members accountable to workflows and performance metrics.
• Monitor KPIs, reporting, and goal alignment to support business growth.
• Support business development and lead management efforts, including CRM optimization and outreach campaigns.
• Execute and oversee marketing initiatives across digital, print, social media, and listing launches.
• Prepare listing presentations, CMAs, and market analyses.
• Provide hands‑on, licensed transaction support throughout the full buying and selling lifecycle.
• Serve as a high‑touch point of contact for clients, reinforcing trust, loyalty, and long‑term relationships.
• Oversee vendors, budgets, and cross‑functional projects from concept through completion.

YOU:

• Active Illinois Real Estate License.
• 5+ years of residential real estate experience with deep transaction knowledge.
• 3+ years in operations, executive support, or business management within real estate.
• Exceptional organizational, communication, and presentation skills.
• Strong client‑facing presence with a high level of discretion and emotional intelligence.
• Able to operate independently while managing competing priorities.
• Comfortable in a role that blends office‑based, on‑site, and field work.
• Flexible schedule, including availability for evenings and weekends as needed.

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