Podcast

By Mark Ainley

Episode 266: Reviewing The “Bring Chicago Home” Tax and Its Implications to Housing Providers wi...

We welcome Mike Glasser back to inform us on the “Mansion” Tax and other Housing Provider legislative topics!Mike dives right in by explaining the proposed “Bring Chicago Home” Ordinance (a.k.a. “Mansion” Tax) and its impact on Chicago's ec...

By Mark Ainley

Episode 265: An In-Depth Inspection of Chicago Buildings with George Meegan and Dean Cushing

George Meegan and Dean Cushing join us to share insights from several decades of experience in the building systems and inspection industry!The duo jumps right in by discussing their start in the inspection industry and giving us some inspection horror stories. George and Dean ge...

By Aaron Zimmerman

Episode 264: Unlocking Zoning Secrets: Your Guide to Chicago Zoning, ADUs, and Other Essential Infor...

Where can I go to find all information around zoning, ADU, lot sizes and lot lines, and other essential information?Connect with Mark and Tom: StraightUpChicagoInvestor.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuest: Samuel Pavlovcik, Pavlovcik Architecture...

By Mark Ainley

Episode 263: Buying Chicago Lots for $1 and Other Successful Strategies with Tanisha Blakemore

Tanisha kicks things off by discussing her first deal back in 2005; a 2-unit in Auburn Gresham that she purchased with 0% down! She talks about learning to be a housing provider during a time when resources were much more scarce than today. Tanisha has a couple real estate horror...

By Mark Ainley

Episode 262: From FBI Agent to Hundreds of Doors In Chicago with James Williams

James Williams is a real estate investor, attorney, and former FBI agent who embarked on his real estate journey in the early 90s!James starts by discussing how he chose a career path which includes a period of working in the FBI, all while having real estate investing on the bac...

By Mark Ainley

Episode 261: Accelerate Your Expenses and Other Accounting Tips To Leverage Before 12/31

What questions should I ask my tax professional before the end of the year?Connect with Mark and Tom: StraightUpChicagoInvestor.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuest: Aaron Zimmerman, Lipschultz Levin & GrayLink: Episode 52: Saving Thousands of...

By Mark Ainley

Episode 260: Chicago Investors Cannot Have a Worse Day Than This, With Roman Viere

Roman Viere owns and operates over 1000 rentals in Chicago with the bulk of those in the Austin neighborhood. In this episode, he gives a detailed breakdown on a terrifying explosion that occurred at his 35-unit apartment building in Austin. He discusses all things from the day o...

By Mark Ainley

Episode 259: Time For Serious Chicago Investors with Sal Becovic

Sal Becovic returns to the show to discuss how he has continued to grow his portfolio despite the challenging market!Sal jumps right in by sharing his philosophy on acquisitions and being “rate agnostic”. He gives an extremely bullish outlook on Chicago leaving us fee...

By Mark Ainley

Episode 258: Maximize Your Savings: Unveiling the Tax Advantages of Solar Panels and Electric Vehicl...

What are the tax benefits of solar panels and electric vehicles?Connect with Mark and Tom: StraightUpChicagoInvestor.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuest: Michael Procaccio, https://www.pfsgi.com/team/michael-a-procaccio-ii

By Mark Ainley

Episode 257: The Playbook For Short-Term Rentals in Chicago with Ditron Corker

Ditron is a seasoned Short-Term Rental (STR) Investor who is teaching others how to get started and maximize profitability with STRs. Ditron shares how he got started in real estate and utilized the house hacking and rent-by-the-room strategy. He shares tremendous nuggets on...