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Chicago Property Management Blog

Managing Hundreds of Tenants & Getting Uncle Sam to Pay the Rent with Mark Ainley

Mark Ainley - Wednesday, January 8, 2020

Mark Ainley was recently featured on this Bigger Pockets podcast with the founder of BiggerPockets.com Josh Dorkin and Brandon Turner. Mark was very excited to be a part of the show. He has been a long time listener of the Bigger Pockets podcast and is also a contributor to their blog. Mark gets to dive in deep to a variety of issues check it out.

According to the website, “Mark Ainley brings a fresh perspective on how to successfully invest in lower-income rentals and goes deep into the details of everything you’d need to know, covering acquisition to rehab to management, straight out of of his experience investing in the notorious South Side Chicago area.”

In this BiggerPockets podcast with Josh Dorkin, Mark discusses tips about managing tenants.

Key Points for Managing Tenants

  • How to build a real estate company from your mom’s basement.
  • “Cash-for-keys” – an alternative to eviction
  • Warning: How to lose money by betting on appreciation
  • How to handle late Section 8 tenants when they only owe $15
  • How Brandon got a broke tweaker out of his property
  • Advice for newbies who are thinking about getting started in lower income areas
  • How to find flexible non-profit portfolio lenders
  • The full-gambit of investing in Section 8 housing
  • Major red flags to look for in tenant screening
  • How to do deals via text message
  • and much, much more!

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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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