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Executive Assistant, Transactions & Deal Operations (Real Estate & Capital Marke

Connect Search, LLC, Chicago, IL, United States


We are partnering with a highly active real estate and capital markets platform downtown Chicago seeking a transaction-oriented Executive Assistant to support senior deal professionals.

This is not a traditional EA role. This individual will operate at the intersection of executive support and deal execution, gaining direct exposure to live transactions, investment workflows, and operational processes. The team is open to varying levels of expierence, but poise and professionalism are above all.

The position offers a unique opportunity to evolve into a deal operations, investment, or asset management career path.

Key Responsibilities Executive & Team Support

Provide high-level support to senior leaders across Capital Markets and/or Real Estate teams

Manage complex calendars, meeting coordination, and travel logistics

Act as a key point of coordination across internal teams and external stakeholders

Transaction & Deal Flow Support

Assist in managing

live deal pipelines and transaction timelines

Coordinate diligence materials, data rooms, and documentation across deals

Support preparation of

investment memos, presentations, and deal-related materials

Track key milestones from

origination through closing

Interface with brokers, lenders, attorneys, and internal investment teams

Operational & Process Support

Help streamline internal workflows related to deal execution and reporting

Maintain organized documentation across transactions and investment activities

Support cross-functional collaboration between Capital Markets, Investments, and Operations

We are targeting individuals who bring a

blend of administrative excellence and transaction exposure :

Executive Assistant supporting

investment, real estate, or capital markets teams

Real Estate or Corporate Paralegal

with transaction exposure

Transaction Coordinator / Deal Team Support

Operations or Analyst-level professionals within real estate or financial services

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