Vice President of Brokerage
1 week ago
Job Title: Vice President of Brokerage Do not wait to apply after reading this description a high application volume is expected for this opportunity. Location: Chicago, IL (Hybrid) Reports To: Principal / Managing Partners About Cross Street Cross Street is a Chicago-based real estate services firm with deep roots in property operations and client service. Cross Street combines institutional-quality expertise with entrepreneurial flexibility, offering clients a full suite of brokerage and advisory services. Position Overview The Vice President of Brokerage will be responsible for leading and expanding Cross Street's brokerage platform across leasing and sales. This senior role will focus on driving transaction volume, implementing career development plans for brokers, overseeing managing brokers in other markets, and innovating the systems and processes that support the team. The VP will play a key role in scaling the brokerage division, developing talent, and positioning Cross Street as a market leader. Key Responsibilities Leadership & Growth Set the vision and growth strategy for the brokerage division across sales and leasing. Establish clear career development paths and training programs to grow future leaders. Recruit, mentor, and retain top brokerage talent. Innovate and oversee training curriculum for the brokerage team. Oversee and support managing brokers in regional markets (2+ direct reports), ensuring alignment with firm-wide goals and consistent performance standards. Transaction Oversight Guide negotiation strategies, deal structures, and client presentations. Ensure a high standard of client service and execution excellence on every transaction. Ensure transaction management standard across each office/city. Business Development & Client Service Drive new client relationships and grow the firm's pipeline of residential sales opportunities. Develop and maintain strong relationships with developers and investors. Position Cross Street as a trusted advisor through market insights and creative solutions. Design and implement lead generation strategies. Innovation & Systems Implement tools and technologies to enhance brokerage productivity and tracking. Develop standardized processes for pipeline management, reporting, and client communication. Drive innovation in how brokerage services are marketed, measured, and delivered. Market Knowledge Stay ahead of market trends in Chicago and other key markets. Translate market intelligence into actionable strategies for brokers and clients. Qualifications Bachelor's degree in Real Estate, Business, Finance, or related field. 8+ years of experience in residential real estate brokerage, with a strong background in both leasing and sales. Proven track record of building teams and scaling brokerage operations. Strong leadership and coaching skills with a passion for developing talent. Experience managing brokerage operations across multiple markets. Strong understanding of brokerage systems, technology, and process optimization. Excellent negotiation, relationship management, and communication skills. What We Offer Compensation: $175,000-$200,000 + Profit Share Comprehensive benefits package including Medical (BCBS), Dental and Vision Insurance Paid time off: 15 vacation days and 5 sick days Leadership opportunity to shape and scale a brokerage division. Oversight of a growing, multi-market platform. Access to Cross Street's established network. A collaborative and entrepreneurial culture committed to innovation and career growth.
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Vice President of Brokerage
7 days ago
Chicago, IL, United States Cross Street Full timeJob Title: Vice President of Brokerage Location: Chicago, IL (Hybrid) Reports To: Principal / Managing Partners Experience, qualification, and soft skills, have you got everything required to succeed in this opportunity Find out below. About Cross Street Cross Street is a Chicago-based real estate services firm with deep roots in property operations and...
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Vice President of Brokerage
2 weeks ago
Chicago, IL, United States Cross Street Full timeJob Title: Vice President of Brokerage Location: Chicago, IL (Hybrid) Reports To: Principal / Managing Partners All potential candidates should read through the following details of this job with care before making an application. About Cross Street Cross Street is a Chicago-based real estate services firm with deep roots in property operations and client...
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Vice President of Brokerage
2 weeks ago
Chicago, IL, United States Cross Street Full timeJob Title: Vice President of Brokerage Location: Chicago, IL (Hybrid) Reports To: Principal / Managing Partners About Cross Street Cross Street is a Chicago-based real estate services firm with deep roots in property operations and client service. Cross Street combines institutional-quality expertise with entrepreneurial flexibility, offering clients a full...
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Vice President of Brokerage
7 days ago
Chicago, United States Cross Street Full timeJob Title: Vice President of BrokerageLocation: Chicago, IL (Hybrid)Reports To: Principal / Managing PartnersExperience, qualification, and soft skills, have you got everything required to succeed in this opportunity Find out below.About Cross StreetCross Street is a Chicago-based real estate services firm with deep roots in property operations and client...
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Vice President of Brokerage
2 weeks ago
Chicago, United States Cross Street Full timeJob Title: Vice President of BrokerageLocation: Chicago, IL (Hybrid)Reports To: Principal / Managing PartnersAll potential candidates should read through the following details of this job with care before making an application.About Cross StreetCross Street is a Chicago-based real estate services firm with deep roots in property operations and client...
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Vice President of Brokerage
3 weeks ago
Chicago, United States Cross Street Full timeJob Title: Vice President of BrokerageLocation: Chicago, IL (Hybrid)Reports To: Principal / Managing PartnersAbout Cross StreetCross Street is a Chicago-based real estate services firm with deep roots in property operations and client service. Cross Street combines institutional-quality expertise with entrepreneurial flexibility, offering clients a full...
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Vice President of Brokerage
2 weeks ago
Chicago, United States Cross Street Full timeJob Title: Vice President of BrokerageLocation: Chicago, IL (Hybrid)Reports To: Principal / Managing PartnersAbout Cross StreetCross Street is a Chicago-based real estate services firm with deep roots in property operations and client service. Cross Street combines institutional-quality expertise with entrepreneurial flexibility, offering clients a full...
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Vice President of Brokerage
2 weeks ago
Chicago, United States Cross Street Full timeJob Title : Vice President of Brokerage Location : Chicago, IL (Hybrid) Reports To : Principal / Managing Partners About Cross Street Cross Street is a Chicago-based real estate services firm with deep roots in property operations and client service. Cross Street combines institutional-quality expertise with entrepreneurial flexibility, offering clients a...
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Vice President of Brokerage
1 week ago
Chicago, United States Cross Street Full timeJob Title: Vice President of BrokerageLocation: Chicago, IL (Hybrid)Reports To: Principal / Managing PartnersAbout Cross StreetCross Street is a Chicago-based real estate services firm with deep roots in property operations and client service. Cross Street combines institutional-quality expertise with entrepreneurial flexibility, offering clients a full...
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Vice President
2 weeks ago
Chicago, IL, United States Cross Street Full timeJob Title: Vice President of Brokerage Location: Chicago, IL (Hybrid) Reports To: Principal / Managing Partners About Cross Street Cross Street is a Chicago-based real estate services firm with deep roots in property operations and client service. Cross Street combines institutional-quality expertise with entrepreneurial flexibility, offering clients a...
