Real Estate Chicago Style Podcast

Matt Garrison and Zach Cupkovic, co-founders of R2 Companies, sit down with host Joe Smazal for a rare and wide-ranging conversation about how they built one of Chicago's most iconic real estate portfolios: from student housing at Purdue during the financial crisis to the Salt Shed, the Chicago Board of Trade, and a growing loft office empire acquired at reset basis while everyone else w...

We interview Tom Liravongsa, aka "The Skyscraper Guy," for an exclusive behind-the-scenes conversation inside the iconic Pittsfield Building — one of Chicago's most storied and historically troubled skyscrapers.

In this episode, Tom breaks down how he acquired a 40-story, nearly 500,000 sq ft Chicago landmark for just $7.5 million — and why no one else had the vision (or nerve) to do it.

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The 2026 Edgewater Uptown Builders Association (EUBA) annual forecast brought together four Chicago real estate insiders spanning across development, property management, leasing, and sales, for a candid conversation about where the market is headed — and why Chicago might finally be having its moment.

Key takeaways:

No supply = rent growth. Downtown delivered just 145 units in 2025. Cla...

In this episode of Real Estate Chicago Style, host Joe Smazal sits down with two powerhouses: Adam Friedberg, CEO of Mavrek, and Matt Wilke, Managing Partner of LG Group.

Together, these two firms represent over $3.5 billion in real estate value and thousands of residential units.

Instead of the "old guard" secrets and cut-throat competition, Adam and Matt discuss a new era of transparen...

In this episode of Real Estate Chicago Style, host Joe Smazal sits down with Chicago residential heavyweight Jeff Lowe of the Lowe Group at Compass, on location in a 3,000 sq ft authentic loft conversion in the West Loop. With nearly $5 billion in career sales volume, Jeff breaks down how he built one of the most productive residential practices in the city, why he still genuinely enjoys...

YouTube Description:

Join host Joe Smazal for an insider's look at Chicago's high-end retail real estate with Elan Rasansky, partner at Canvas Real Estate. Discover how a boutique brokerage competes with national giants like CBRE and JLL while representing the world's top luxury brands ...

In this episode of Real Estate Chicago Style, host Joe Smazal sits down with Nate Ernst, founder and principal of Envoi Partners, to discuss his journey from acquiring distressed properties in the wake of the Great Financial Crisis to developing over 520 residential units in Chicago's Loop.

Nate shares the story behind founding Ernst Development Company post-2008, where he acquired and r...

Join us for an insightful conversation with Regina Stilp, founding principal of Farpoint Development, one of Chicago's most innovative real estate development firms. Since co-founding Farpoint in 2016, Regina has spearheaded development projects totaling $4.9 billion across the Midwest and Southeast, including transformative Chicago landmarks.

Join host Joe Smazal for an in-depth conversation with Collette English Dixon, Executive Director of the Marshall Bennett Institute of Real Estate at Roosevelt University and the first African American woman to lead a higher education real estate program in the US.

In this episode, Colette shares her remark...

In this episode, we sit down with Tom Sitz and Cody Huntertmark from Cushman & Wakefield, one of the world's largest commercial real estate services firms, to dive deep into their professional journeys and get an insider's look at high-stakes commercial real estate.

What We Cover:

How Tom and Cody built their careers and landed at a top-tier commercial real estate firm.

The unique ch...

Join host Joe Smazal for an entertaining and insightful conversation with Ron Abrams, owner of Silver Property Group and one of Chicago's most successful multifamily investors. With over 25 years in real estate and 30+ years as an attorney, Ron has built an impressive portfolio of 1,500+ units across 120+ buildings throughout Chicago's north and n...

Join us for a conversation with Ben Firestone, CEO and Co-Founder of Blueprint Healthcare Real Estate Advisors, the leading advisory firm exclusively focused on Senior Housing and Healthcare real estate as he takes us from his beginnings at Marcus & Millichap to founding his own firm with $15B sold.

Since founding Blueprint in 2013, Ben has driven the company's rapid growth and innov...

Join us for an exclusive conversation with Jonathan Gordon, Founder and CEO of The Neighborhood Hotel, a growing boutique hospitality brand rooted in community, comfort, and character.

In this episode, Jonathan shares:

The inspiration behind launching The Neighborhood Hotel in 2020.

How he merges historic architecture with contemporary design across Chicago neighborhoods—Lincoln Park, Li...

Join us for an inspiring conversation with Matt Laricy, Chicago’s TOP real estate broker and managing partner of Americorp Real Estate.

A third-generation realtor and lifelong Chicagoan, Matt has built a reputation for his deep knowledge of the city’s neighborhoods, relentless work ethic, and commitment to professionalism.

In this episode, we dive into the lost art of professionalism and...

Join us for an exclusive interview with Kevin Werner, CEO and Co-Founder of Renovo Financial, as we dive deep into the incredible growth story of one of the nation's fastest growing rehab and construction lenders.

Kevin, recently named CEO of the Year by the National Private Lenders Association, shares insights on how Renovo has expanded from a Chicago-based startup founded in 2011 to a ...

Join us for an engaging conversation with Matt Pistorio, founder of Madison Rose, a dynamic Chicago-based real estate firm revolutionizing agency leasing.

Discover how Madison Rose has breathed new life into commercial properties, earning accolades like the 2018 NAIOP Chicago Award for Excellence for a landmark Walgreens lease at the Old Post Office.

Matt shares insights on navigating th...

Our podcast with Sal Becovic, President of Becovic Management Group, is packed with value for the aspiring real estate investor who wants to build a legacy focused on service.

Becovic is a family-owned real estate firm with deep roots in Chicago's North Side. Since taking the helm in 2003, Sal has expanded the company's portfolio from 400 to over 2,000 units, emphasizing community invest...

Today's guest Shane Rachman is leading one of the fastest growing new real estate brands that bridges the gap between property management and high-speed lease-ups.

Cross-streets goal is to add value at every step of the multi-family process, from design and branding, to leasing with a high-level of service.

His old school approach is more person-to-person rather than relying on automatio...

Gabe Horstick is Founder and CEO of Base 3 (Real Estate Development Group), which was formed in 2021. Gabe Horstick has been passionate about real estate since acquiring his first building at just 23 years old. He founded Campbell Street Asset Management in 2008 and later established Base 3 Development, which now owns and manages 650+ multifamily units. Over the years, Gabe has successfu...