David Bailey

Senior Vice President, General Sales Manager
Real Estate Agent David Bailey View Listings
Lincoln Park
2526 North Lincoln Avenue
Chicago, IL, 60614

David Bailey

Senior Vice President, General Sales Manager

David is a dynamic leader in the real estate industry, known for his strategic vision, integrity, and pursuit of continuous improvement. As the SVP and General Sales Manager, he brings a wealth of experience and a track record of success to his role, supporting the strategic direction and revenue growth of the company. David's broad market experience, coupled with his enthusiasm and exceptional interpersonal and analytical skills, empowers him to provide unparalleled support and professional guidance to the team at Baird & Warner.

His history as a distinguished sales broker and manager informs his approach, enabling him to effectively inspire his team. This creates a dynamic, cooperative atmosphere that nurtures both personal and collective advancement. He commits to each colleague's professional journey, ensuring access to necessary tools and opportunities for success.

Raised in Connecticut in a real estate family, David’s passion for the industry was ignited at a young age as he observed his father build a thriving brokerage. This early exposure instilled in him a deep love for the business, as well as the tenacity and drive that are now hallmarks of his leadership style.

A graduate of the University of Wisconsin – Madison with a degree in psychology, David applies his understanding of human behavior and motivation to foster a supportive and productive workplace culture. Outside of his professional life, he enjoys spending time with his wife and three children, further grounding him in the values of family and community that influence his leadership approach.

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Testimonials

Jordan Chalmers

The culture David has established in our office is one of professionalism, and he works hard to ensure that each broker has access to the tools they need to thrive. He’s knowledgeable, approachable, and available to both newer brokers and those with more experience. The staff members that David hires are a big asset to our agents – smart, efficient, and always willing to help agents ...

Maria Boncza

Coming into the real estate industry with no sales background was a huge transition. Albeit significant, the transition was seamless with the help of my ever-encouraging managing broker, David. He’s always there to talk through obstacles that arise, and gives me the boost I need to go tackle issues with confidence. He’s a great resource for real estate solutions, but he’s also a tr...

Alex Till

I’m very lucky to have David as a managing broker. He is a positive and encouraging influence, offering specific ideas and guidance in an effort to help me improve my business. He recognizes that each broker is an individual with different strengths and weaknesses and his advice is tailored accordingly. He has built a great support team to provide comprehensive administrative and marke...

Lynn Harvie

David and the support staff at Lincoln Park are a major contributing factor to my success and the success of the office. David goes above and beyond to support each broker – assisting with pricing, providing guidance with difficult transactions, educating us about market trends, and mentoring and encouraging us to ensure we are on track to reach our goals. David consistently pushes me ...

Erik Schwinger

I don’t know where I would be with a different managing broker, but I know I wouldn’t be as successful or content as I am under David’s leadership. He has fostered a culture of teamwork, accountability, and continuous improvement, and consistently provides a wide range of training and educational opportunities. David and the administrative team ensure that every agent has the suppo...

Dennis Shaffer

David provides the support and resources I need to continually rank as a top producer with the company. He’s full of ideas I may not have come up with on my own to help me continually bring in new business. As the office grows, he maintains the same great vibe and an atmosphere that makes me want to come to work. I’ve enjoyed every day of working at Baird & Warner Lincoln Park, and I...

Courtney Welsch

In twelve years in real estate, I’ve never worked with a managing broker who was more invested in my success than David. I can always count on him to give me fresh business ideas and sound, concise advice. When I’m faced with a problem or a situation where I’m not sure how to move forward, he always seems to have the exact resource, tool, or answer that I’m looking for. He’s be...

John Irwin

Information and training is the cornerstone of the office, from our state-ofthe-art new agent classes to our weekly office meetings, but David’s open door policy for all brokers is what truly sets our office apart. He takes a true interest in each of us, and his knowledge and guidance are invaluable. I think that I speak for everyone in the office when I say that we consider David to b...

Lauren Painter

You’re not going to find a better managing broker than David. Smart, responsive, hard working, innovative, experienced and supportive – this is just a short list of the best words to describe David and his management style. I go to him with the good, the bad and the ugly, and he is there for me through it all. The staff at the Lincoln Park office is also the best I’ve ever worked w...

Jason Finn

David Bailey is, hands down, the best managing broker in the business. Hanging my license with Baird & Warner was the difference between being a successful agent and having to look for opportunities outside the industry. Our office has only gotten stronger – better equipped, more nicely appointed, more dedicated agents, the strongest support staff in the industry – and the camaraderi...

My Listings

$224,900
  • 3 Beds
  • 1 Full Baths
  • 1 Partial Baths
12538 S Justine Street, Calumet Park, IL 60827
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$995,000
  • 2 Beds
  • 2 Full Baths
  • 1,370 sqft
415 E North Water Street, Chicago, IL 60611
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$3,500,000
  • 5 Beds
  • 5 Full Baths
  • 3 Partial Baths
  • 6,860 sqft
270 E Pearson Street, Chicago, IL 60611
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$950,000
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Baths
1843 N Hudson Avenue, Chicago, IL 60614
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$899,000
  • 3 Beds
  • 3 Full Baths
  • 2,700 sqft
161 E Chicago Avenue, Chicago, IL 60611
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$2,500.00
  • 2 Beds
  • 2 Full Baths
  • 1,250 sqft
5819 W Higgins Avenue, Chicago, IL 60630
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$699,900
  • 3 Beds
  • 2 Full Baths
  • 1,839 sqft
1580 Sherman Avenue, Evanston, IL 60201
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$675,000
  • 3 Beds
  • 2 Full Baths
  • 1,500 sqft
4728 N Malden Street, Chicago, IL 60640
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$995,000
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Baths
  • 1,600 sqft
3820 N Damen Avenue, Chicago, IL 60618
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$350,000
New - 40 Hours Ago
Coming Soon
  • 1 Beds
  • 1 Full Baths
2020 N Lincoln Park West, Chicago, IL 60614
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$200,000
New - 40 Hours Ago
  • 1 Beds
  • 1 Full Baths
  • 1 Partial Baths
6301 N Sheridan Road, Chicago, IL 60660
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$3,500.00
New - 16 Hours Ago
  • 2 Beds
  • 2 Full Baths
229 Park Avenue, Clarendon Hills, IL 60514
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