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A highly respected, top‑performing residential real estate leader in Chicago is seeking a polished, intuitive Executive Assistant to serve as the trusted right hand to the Team Leader. This role is deeply embedded in professional support and real estate, requiring exceptional judgment, discretion, and availability. The Executive Assistant will operate as an extension of the Team Leader anticipating needs, managing complexity, and ensuring life and business run seamlessly in a fast‑paced, high‑visibility environment.
This is an in‑office role with at least one weekend day and requires flexibility for hands‑on, on‑call support as business and personal needs arise.
THE ROLE:
- Serve as the primary point of contact and gatekeeper for the Team Leader, managing all communications with professionalism and discretion.
- Provide comprehensive 24/7 executive support, anticipating needs before they arise.
- Manage complex calendars, scheduling showings and client meetings, handling contract and transaction support, email correspondence, and daily priorities.
- Act as a central communication hub-filtering information, flagging priorities, and ensuring timely follow‑up.
- Serve as a licensed resource supporting clients throughout the full buying and selling process
- Coordinate buyer showings, listing appointments, inspections, appraisals, walk-throughs, and open houses
- Manage MLS searches, property research, market data analysis, and pricing support
- Provide post-showing feedback, client updates, and timeline management to ensure smooth transactions from start to close
YOU:
- MUST HAVE AN ACTIVE IL REAL ESTATE LICENSE
- 3+ years of experience in executive assistant, personal assistant, or senior support roles.
- Thrive in fast‑paced, high‑expectation environments and enjoy being deeply relied upon.
- Exceptional judgment, discretion, and emotional intelligence.
- Comfortable pushing back when appropriate and offering thoughtful alternatives.
- Highly adaptable and responsive, with flexibility to support evenings and weekends as needed.
- Detail‑oriented, solutions‑focused, and naturally anticipation
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