Podcast

By Mark Ainley

Episode 362: Free Money to Develop Affordable Housing? Learn How with Scott Henry

Scott Henry, Founder of Celadon Partners, joins to discuss the ins and outs of Affordable Housing Development including tax credits, grants, and construction considerations.Scott starts by sharing his experience working at JPMorgan’s Low Income Housing Tax Credit inve...

By Mark Ainley

Episode 360: Don’t Be Foolish, Protect Your Assets and This Is How with David Lanciotti and Del De...

David Lanciotti and Del Denney of The Land Trust Company explain why all real estate investors should understand and consider utilizing Land Trusts!David and Del jump right in by explaining the basics and complexities associated with land trusts. They dive into the challenges tha...

By Mark Ainley

Episode 359: 2025 Cook County Evictions with Tom Raleigh

Tom Raleigh, Founding Attorney of Halsted Law Group, returns after being on Episode 40 to talk evictions!Tom jumps right in by breaking down the eviction process and the timelines in 2025. He gives great tips on getting ahead of the process and emphasizes the importance of stayin...

By Mark Ainley

Episode 358: Prepping for Tax Season and Commonly Missed Deductions with Mike Procaccio

What can I do to maximize my tax returns?=============If you enjoy today’s episode, please leave us a review and share with someone who may also find value in this content!Connect with Mark and Tom: StraightUpChicagoInvestor.comEmail the Show: StraightUpChicagoInv...

By Mark Ainley

Episode 357: Celebrating 20 Years of Kiser Group: Great Chicago insights From Their Network

Tom and Mark interview some of Chicago’s Real Estate Heavy Hitters during Kiser Group’s 20 Year Anniversary Celebration! Conversations range from condo deconversions, the attorney review side of a commercial deal, and the origins and evolution of Kiser Group. This sho...

By Mark Ainley

Episode 356: The No BS Guide to Thriving in Chicago Real Estate, Even in Tough Markets… with Frank...

Frank Montro, the King of Chicagoland, returns to share how he and his real estate team have remained top producers during recent years of high interest rates and prices.Frank explains how he coaches buyers to understand monthly payments as opposed to being scared off by rates an...

By Mark Ainley

Episode 355: How To Optimize Tax Deductions as a Househacker

What Can I Write Off as a Chicago Househacker?=============If you enjoy today’s episode, please leave us a review and share with someone who may also find value in this content!Connect with Mark and Tom: StraightUpChicagoInvestor.comEmail the Show: StraightUpChica...

By Mark Ainley

Episode 354: 2025 Chicago Market Predictions with Jake Fugman and Mike Scanlon

Jake Fugman and Mike Scanlon of The Axon Group return to discuss Chicago’s REI market performance, predictions, and exciting developments!Jake and Mike kick things off by assessing their 2024 predictions regarding mortgage rates, appreciation, and cap rates! They then break...

By Mark Ainley

Episode 353: From Near Death Experience, to Disciplined Financial Freedom with Mike Bednarz

Mike Bednarz, an accomplished real estate investor and HVAC business owner, joins us to share his inspiring trajectory of growing a real estate portfolio and overcoming a scary accident!Mike explains how he lived frugally to save a down payment and buy his first multifamily inves...

By Mark Ainley

Episode 352: Current Issues The NBOA is Fighting with Mike Glasser

What are the current political issues Chicago investors need to be aware of and how can the NBOA help?=============If you enjoy today’s episode, please leave us a review and share with someone who may also find value in this content!Connect with Mark and Tom: StraightU...