Real Estate Chicago Style Podcast

Joe Smazal

Host Joe Smazal interviews the most prominent real estate developers and players in the ever-changing Chicago Real Estate Cityscape.

  1. May 16

    Chicago's Stockyards Revival - The New Generation of Warehouses From a 4 Generation Business

    Joe Smazal sits down with Barry Misner (CEO, Misner Group) and Larry Goldwasser (Executive VP, CBRE) inside a brand-new industrial building in Chicago's Union Stockyards — the geographic center of the city and one of the most constrained, high-barrier industrial submarkets in the country. Barry leads a third-generation, 81-year-old development firm with over 750 projects and $3B+ in completed work. Larry has 25+ years and 650+ transactions specializing in industrial land and redevelopment across Chicago, Western Cook, O'Hare, and Northwest Indiana. Together they break down why modern infill industrial is so hard to deliver — and why only a handful of developers in the city can actually pull it off. In this episode: Why the Union Stockyards is an A+ industrial submarket and how it's transforming What separates a modern industrial building from the 1970s stock most tenants are stuck in (clear height, column spacing, truck courts, power, sprinkler systems) Land scarcity, environmental cleanup, soil conditions, and the new Chicago air quality ordinance Why industrial rents in Chicago are up 175% over the last decade Build-to-suit vs speculative development, and why 58% of new construction is now BTS Northwest Indiana maturing as an industrial market — and the $27B data center investment in Hobart and New Carlisle The real story behind NIMBYism against industrial and data centers Why Chicago's economic diversity keeps the industrial market steadier than markets like Houston Up-and-coming Chicago real estate talent worth watching A great listen for developers, brokers, investors, and anyone trying to understand how the buildings that supply the city actually get built. Real Estate Chicago Style is hosted by Joe Smazal, multifamily broker and owner-operator on Chicago's north side. #ChicagoRealEstate #IndustrialRealEstate #CRE #Stockyards #ChicagoDevelopment

    Chicago's Stockyards Revival - The New Generation of Warehouses From a 4 Generation Business
  2. Apr 16

    From Chicago Board of Trade to The Salt Shed. Meet Chicago's Most Creative Developers: R2

    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 was running. They break down their two core strategies - Chicago Loft and Urban Flex - and explain why 30% vacancy is actually a lagging indicator, how they leased 850,000 square feet of office in 2025, and why owning buildings within three miles of your office beats the Wall Street institutional playbook every time. This episode covers: Matt's origin story: from Coldwell Banker desk-hopper to #1 Coldwell Banker agent worldwide in 2006 How buying distressed student housing in 2008 set the template for everything that followed The TILC meat grinder problem in office - and how R2 is engineering around it The West Loop portfolio: losing a deal, buying back the note for $18.5M, and why 50%+ of original investors came back in The full Salt Shed origin story - bats, flashlights, and a German private equity company that loved their brand Why Urban Flex is the asset class nobody has named yet What Ralph Lauren taught Matt about real estate If you're in Chicago real estate - or just want to understand how the best operators actually think - this one's worth your full attention. Subscribe for more conversations with Chicago's most influential voices in real estate, development, and investment. Real Estate Chicago Style with Joe Smazal

    From Chicago Board of Trade to The Salt Shed. Meet Chicago's Most Creative Developers: R2
  3. Mar 17

    How One Guy Bought a Chicago Skyscraper for $7.5M (And What Happens Next)

    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. He walks us through the full playbook: adaptive reuse strategy, the capital stack, historic tax credits, zoning approvals, and how a massive social media following became his most powerful fundraising tool. What you'll learn: Why COVID created a once-in-a-generation window for skyscraper investing How office-to-residential conversion actually works — and which buildings qualify Why pre-1935 buildings are uniquely suited for adaptive reuse How 500K+ Instagram followers and hundreds of millions of views changed the financing game The public space vision that banks said couldn't be financed — until the waitlist proved otherwise What's coming next: a K-12 school, urban farming, and a full city block project Timestamps: 00:00 – Introduction & Pittsfield Building tour 01:30 – How the Skyscraper Guy was born out of COVID 03:45 – Buying a 500K sq ft skyscraper for $7.5M 06:20 – The capital stack & zoning approval journey 08:00 – Social media as a development strategy 14:00 – 228 existing apartments + 100 new luxury units 17:00 – Public observation deck & the banker problem 20:00 – Construction timeline & 2027-28 completion target 25:00 – Building a REIT from social media inbound investors 28:30 – What's next: city blocks, schools, and urban farming 31:00 – From chicken farm to shaping Chicago's skyline Joe Smazal is a Commercial Real Estate Broker & Partner at Interra Realty. Connect with the Skyscraper Guy: @SkyscraperGuy on Instagram & TikTok Subscribe to Real Estate Chicago Style for conversations with the investors, developers, and operators reshaping Chicago real estate. #ChicagoRealEstate #SkyscraperGuy #PittsfieldBuilding #AdaptiveReuse #RealEstateInvesting #ChicagoDevelopment #OfficeToResidential #RealEstatePodcast #HistoricPreservation #ChicagoLoop

    How One Guy Bought a Chicago Skyscraper for $7.5M (And What Happens Next)

Ratings & Reviews

5
out of 5
19 Ratings

About

Host Joe Smazal interviews the most prominent real estate developers and players in the ever-changing Chicago Real Estate Cityscape.

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