Podcast

By Mark Ainley

Episode 395: Chicago Property Management and Leasing Best Practices with Max Motew

Max Motew, Director of Leasing at Mo2 Properties, joins us to share great insights on acquiring, renovating, and stabilizing small multifamily properties in Chicago’s north side!Max jumps right in by sharing top considerations when renovating Chicago landmarked properties! ...

By Mark Ainley

Episode 394: The Legal Nuances of Different Real Estate Partnership Structures

Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.comHave a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placementHas Property Mgmt become an opportunit...

By Mark Ainley

Episode 393: Chicago Veterans’ Guide to Real Estate Success with DuBois Toy

DuBois Toy is a seasoned real estate investor, veteran, and cybersecurity analyst who has a passion for helping veterans maximize their real estate benefits!DuBois kicks things off by discussing his start in real estate which involved a house hack and dealing with an eviction! He...

By Mark Ainley

Episode 392: Cost Seg Kev Explains How Chicago Rehabbers Can Be Saving Tens Of Thousands Dollars

Kevin Cawley, aka Cost Seg Kev, is a Senior Account Executive at CSSI Services - a firm with over 55,000 cost segregation studies completed since 2003.Cost Seg Kev starts by reviewing the 101 on cost segregation and how it can be used to offset your tax liability. He dives into t...

By Mark Ainley

Episode 391: Do You Have a Business Continuation Plan?

Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.comHave a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placementHas Property Mgmt become an opportunit...

By Mark Ainley

Episode 390: What Not To Do When Disaster Strikes: Mitch Schoeneman on Insurance Claims

Mitch Schoeneman is a Managing Partner at A. Schoeneman & Co. - a top rated Chicago public insurance adjusting firm that has been serving customers for over 55 years!Mitch starts by explaining the services rendered by insurance adjusters. He breaks down how investors can set ...

By Mark Ainley

Episode 389: Different Approach To Short Term Investing In Chicago With Sebastian Mysliwiec

Sebastian Mysliwiec, founder of The Dream Rentals, explains how he’s built a short-term and mid-term rental management company that delivers top guest experiences and maximizes profits! Sebastian talks about cutting his teeth and eventually thriving at a marketing...

By Mark Ainley

Episode 388: NBOA 2025 Summer Soiree Update

Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.comHave a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placementHas Property Mgmt beco...

By Mark Ainley

Episode 387: This Is How You Make Money In Chicago In Your Early 20s with Alex Diaz

Alex Diaz explains how he left his day job as a barber to successfully flip and wholesale real estate for a living at 24 years of age! Alex starts by sharing how he made the jump from being a barber to wholesaling real estate. He explains how he acquired his first property; ...

By Mark Ainley

Episode 386: How to Invest in DuPage County with Katie and Rob Hayes

Katie and Rob Hayes are investors and realtors with nearly 2 decades of experience acquiring and managing investment properties!The duo starts by sharing their background including investing in Florida before transitioning to the Chicago Western Suburbs. They share lessons learne...