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Episode 233: Navigating Chicago's North Side: Insights from Commercial Real Estate Expert Alan Goldberg


Meet Alan Goldberg, a titan in the Chicago real estate scene, with a career spanning decades. Alan's journey began in the late 70s when he made his very first deal in the world of real estate. Alan sheds light on his early days and discusses the importance of prospecting to drive business growth. Learn how Alan's proactive approach to seeking out potential clients and opportunities helped him build a successful real estate career. Over the years, Alan has weathered various market cycles and shares his insights on the toughest ones in the last 50 years. Discover how he navigated through challenging times and the lessons learned from overcoming difficult markets.

Alan takes a deep dive into the history of neighborhoods like Rogers Park, Uptown, and more, shedding light on their significant transformations over the years. Gain valuable insights into the potential for investment in these evolving areas. Looking ahead, Alan shares his optimistic outlook for the commercial real estate market in Chicago's North Side. Learn about the factors driving this bullish sentiment and the opportunities that lie ahead. Throughout the episode, Alan emphasizes the potency of real estate as an investment vehicle. Gain valuable knowledge on how real estate can build wealth over time and why it remains a compelling option for investors. Alan hammers home the importance of patience and strategic decision-making in real estate investing. Explore why "time is your biggest asset" and how to harness it to maximize your real estate investments. We'd like to extend our heartfelt thanks to Alan Goldberg for sharing his invaluable experiences and insights with us today.

02:30 Housing Provider Tip: Ensure you’re getting a warranty and all issues fixed when buying new construction.

04:33 Intro to our guest, Alan Goldberg!

06:26 Alan’s start in real estate!

10:09 Alan talks about his first deal!

21:03 How did Alan establish his area of focus?

25:01 Areas that have drastically improved since the 70s.

27:12 What were rehabs like in the 70s?

33:30 Toughest stretch in real estate since the 70s!

36:37 Adjusting in a tough market.

48:27 Did Alan ever question being a real estate agent?

50:55 Outlook on Rogers Park, Uptown, and surrounding Neighborhoods.

52:56 What is Alan’s competitive advantage?

54:02 One piece of advice for new investors.

54:20 What do you do for fun?

56:25 Good book, podcast, or self-development activity that you would recommend?

57:24 Local Network Recommendation?

57:47 How can the listeners learn more about you and provide value to you?

If you enjoy today’s episode, please leave us a review and share with someone who may also find value in this content!

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Connect with Mark and Tom: StraightUpChicagoInvestor.com

Email the Show: StraightUpChicagoInvestor@gmail.com

Guest Name: Alan Goldberg

Guest Company: Alan Goldberg Real Estate LLC

Guest Link: https://www.linkedin.com/in/algoldbergchicago

Other Links for show notes:

NBOA / Mike Glasser (Network Referral)

Glenwood Ave Arts Fest

Rogers Park Builders Group

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