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Episode 300: 300th Episode Celebration - Answers To Burning REI Questions Amongst Chicago Investors with Mark and Tom

By Mark Ainley

Straight Up Chicago Investor Podcast celebrates its 300th Episode! To celebrate the huge milestone, Mark and Tom answer questions from guests on all things Chicago REI!

If you enjoy all the value the SUCI podcast brings, please leave us a review and share with someone who may also find value in this content!

03:55 How to maximize rent in a hot market?

08:00 Biggest wins and losses in REI!

18:19 Changing REI strategies to promote progression!

21:00 BRRRR’ing single-family homes vs multifamily rentals.

24:03 Advice letter from your 20-year-old self!

26:16 Brick vs Frame Buildings.

31:15 Pros and Cons of CHA Tenants.

35:12 Chicago’s new “Express Permit”.

37:56 Best property management software.

39:55 Is rental arbitrage worth it?

42:45 Build-to-Rent in Chicago!

45:07 Managing security deposits.

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Connect with Mark and Tom: StraightUpChicagoInvestor.com

Email the Show: StraightUpChicagoInvestor@gmail.com

Guest Name: Mark Ainley and Tom Shallcross

Guest Company: Straight Up Chicago Investor

Guest Link: https://www.straightupchicagoinvestor.com/


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Mark Ainley
Investor, Managing Broker, and Property Manager
Price is what you pay, Value is what you get! I want to provide value to others and make some money along the way. I have a solid foundation in Chicago real estate because I am a Real Estate investor in both Residential and Commercial/Industrial markets while being a founding partner at GC Realty & Development LLC and co-host of Straight Up Chicago Investor Podcast. In the last 20 years we renovated 500+ properties, invested in commercial properties, managed over 7000 units/tenants, leased...
Price is what you pay, Value is what you get! I want to provide value to others and make some money along the way. I have a solid foundation in Chicago real estate because I am a Real Estate investor in both Residential and Commercial/Industrial markets while being a founding partner at GC Realty & Development LLC and co-host of Straight Up Chicago Investor Podcast. In the last 20 years we renovated 500+ properties, invested in commercial properties, managed over 7000 units/tenants, leased over 4,000 properties, featured on CNBC’s TV show The Deed, co-host on Chicago's AM560 Real Estate Revealed Radio Show, and invited to speak & sit on panels at numerous investment summits across the country. I have also been blessed with the opportunity to be a guest on over 30 top podcast platforms. GC Realty & Development, LLC, currently manages over 1,200 investment properties throughout the Chicagoland area. In 2019, 2020, 2020 and 2022, GCR&D was featured on the Inc. Magazine list of top 5,000 fastest growing companies in the United States. I take great pride in providing valued feedback to beginners and less experienced entrepreneurs on what steps not to take or what steps to take sooner in growing a younger business.
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