Straight Up Chicago Investor
Straight Up Chicago Investor
Are you a real estate investor in Chicago or someone looking to invest in the Chicagoland Market? If so, this podcast is for you! We break down the neighborhoods, different sides of the city, and surrounding suburbs so you can understand the uniqueness of investing in Chicago real estate. The hosts and guests are Chicago investors and Property Managers who are making it happen in and around the Windy City. We share information, winning strategies, obstacles, success stories, and most importantly, lessons learned. If you are looking for ground level information and want to learn what has worked...
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Straight Up Chicago Investor
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Web del podcast
Último episodio
1 de oct. de 2026
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Episodios
Episode 236: Grinding and Unlocking Success in Chicago's West Town Neighborhood with Alex Morsch 10.08.2023 1:00:31
Alex Morsch of Peak Realty is a Commercial Broker and Investor with vast experience in repositioning assets in West Town. Alex starts by discussing the grind of being a leasing agent and transitioning to brokering real estate! He lays out his experience walking 100 buildings prior to making his first purchase and the valuable lessons gained through that process. Alex breaks down how his "nose to...
Episode 235: Exploring Portage Park; An Interview With Special Guest and Straight Up Chicago Investor Podcast Co-Host Tom Shallcross 03.08.2023 56:58
Mark is flying solo as co-host this week as he interviews a very special guest; flipper, investor, and fellow SUCI podcast co-host Tom Shallcross! Mark takes a different spin to start the show by asking Tom about his childhood and upbringing in Portage Park! Tom talks about the differences between Jefferson and Portage Park. Tom breaks down Portage Park at a street-level including the lesser and m...
Episode 234: How To Get Deals Done in Today's Environment 01.08.2023 18:36
What are successful investors doing to make deals happen in the current investor? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guests: Eric Workman, Renovo Financial Link:
Episode 233: Navigating Chicago's North Side: Insights from Commercial Real Estate Expert Alan Goldberg 27.07.2023 1:00:18
Introduction: Meet Alan Goldberg, a titan in the Chicago real estate scene, with a career spanning decades. Alan's journey began in the late 70s when he made his very first deal in the world of real estate. Prospecting and Generating Business: Alan sheds light on his early days and discusses the importance of prospecting to drive business growth. Learn how Alan's proactive approach to seeking out...
Episode 232: Chicago Real Estate in the 1970s vs 2020s with Veteran Broker Jerry Ettinger 20.07.2023 43:57
Jerry Ettinger of Ettinger Realty joins us to share jewels of wisdom accumulated over roughly 50 years in the real estate industry! Jerry kicks off with how he transitioned from being a teacher to real estate agent back in the 70s! He talks about Rogers Park and other North Side Neighborhoods and how they have changed over the years. Jerry shifts south and talks about his investments in Hyde Park!...
Episode 231: Proactive Maintenance Techniques for Brick Buildings 18.07.2023 12:31
What proactive maintenance should I be doing to my building? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guests:
Episode 230: How Interning for Brandon Turner Helped BrightInvestor's Co-Founder Drew McCluskey Revolutionize Market Research 12.07.2023 55:01
Drew McCluskey is an active real estate investor, previous intern of BiggerPockets' Brandon Turner, and Co-Founder of BrightInvestor; a data visualization software helping investors streamline market research! Drew leads off with a horror story on his first deal; a rehab on a 4-unit building! He jumps into how he leveraged the opportunity to meet and provide value to Brandon Turner which led to an...
Episode 229: From Roofing to Real Estate: Ivan and Jackie Hernandez's Journey to Success in Chicago's Southwest Side 06.07.2023 57:24
Ivan and Jackie Hernandez discuss their journey from a thriving roofing business to a real estate portfolio on Chicago's Southwest side! Ivan and Jackie lead off with their start in the entrepreneurial realm and how they started their roofing business. They discuss starting their real estate investing in Englewood and expanding further west into Gage Park, Brighton Park, and Marquette Park. They...
Episode 228: The Chicago Guide to Evaluating Brick Buildings 04.07.2023 15:43
How do I know if my building is in need of masonry work? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Les O'Hara, North Shore Brickwork Sponsors: North Shore Brickwork ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.
Episode 227: Unlocking Success As a Top-Producing Realtor and Expert in Wheaton with Michael Thornton 29.06.2023 47:47
Michael Thorton of Compass leads a top producing real estate team serving Wheaton and surrounding Chicago suburbs! Michael kicks things off with a topic many of us have likely considered; leaving a W2 job to become an entrepreneur and start a business! He explains the challenges of getting the ball rolling and identifies low-hanging fruit that new agents can target to jump start their business. M...
Episode 226: Unlocking Off-Market Deals Using Rescover's Analysis Platform for Maximum ROI with Ben Smith and Kristen Lopez 22.06.2023 54:41
Ben Smith and Kristen Lopez break down how Rescover's All-in-One Analysis Platform can be your competitive edge to find off-market deals and maximize your ROI! Ben and Kristen lead off with the basics and low-hanging fruit investors must be aware of when planning an off-market property campaign. They discuss the power of leveraging resources; from utilizing Rescover and skip tracing to implementin...
Episode 225: A Dive Into Current and Future Interest Rates with Chris Puleo 20.06.2023 15:05
What will interest rates do over the next 6-12 months? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Chris Puleo , Puleo Group Link: Episode 130: Chicago Mortgage Lending in this Inflationary Environment with Chris Puleo Sponsors: Puleo Group ----------------- Production House: Flint Stone Media Copyright of Straight Up Chic...
Episode 224: Expert Insights On Chicago's Northwest Side with Jason Wagner 15.06.2023 55:34
Jason Wagner is the Managing Broker of Greystone Realty; a brokerage where every agent is also an investor. If you don't already know, Jason is a huge proponent of 75 Hard, and he explains the program and the amazing impact it's had on his life! He breaks down how he started and continues to invest in Portage Park and Jefferson Park. Jason dives deep into the housing supply shortage, recent trends...
Episode 223: From New York to the Windy City - Curtis Lefebvre's Real Estate Journey and Success in East Garfield Park 08.06.2023 45:03
Curtis Lefebvre shares why he left New York for the Windy City to start investing in Real Estate! Curtis jumps right in by getting granular on acquiring and stabilizing his first househack in East Garfield Park. He discusses everything from dealing with problem tenants to DYI'ing renovations. He dives into the numbers of his killer househack which allows him to not only live for free, but also cas...
Episode 222: Essential Insights - 5 Must-Address Items in Your Attorney Review Letter - Expert Advice with Chance Badertscher from Lavelle Law" 06.06.2023 8:59
What Are Five Items Every Investor Should Address in Their Attorney Review Letter? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Chance Badertscher, Lavelle Law Sponsors: Lavelle Law ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.
Episode 221: Unveiling Real Estate Market Insights - The Mad Scientist of Multifamily, Neal Bawa, Shares Data Trends and Future Outlook! 01.06.2023 1:01:38
The Mad Scientist of Multifamily, Neal Bawa, returns to the show to share the latest data trends and his outlook on the Real Estate market! Neal jumps right in by summarizing changes in the real estate market over the last 18 months. He explains how his underwriting has changed as a result of market conditions. Neal gives a warning to those investing in office-space and talks about the challenges...
Episode 220: A Seasoned Investor's Journey in Chicago Real Estate - Insights, Strategies, and Neighborhood Outlook with Baris Yuksel 25.05.2023 46:49
Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Baris Yuksel, Supreme Capital Link: Multifamily Insights Podcast Link: Baris' LinkedIn Link: John Warren SUCI Ep 196 (Network Referral) Sponsors: Pentwater Cabinetry and Essex Realty Group ----------------- Guest Questions 03:25 Housing Provider Tip: Understand Gross vs Net Income w...
Episode 218: Sharing a Decade of Experience in Chicago Real Estate - Insights on Architecture, Renovation, and Investment Potential with Michaela Gordon 18.05.2023 47:42
Michaela Gordon is a seasoned Realtor and Designer with over 10 years of experience acquiring and renovating properties in Chicago! Michaela kicks things off by talking about her background in architecture and design. She explains the significance of the different Chicago lot sizes and their impact on a building's footprints and redevelopment potential. Michaela also compares Chicago architecture...
Episode 217: Building Relationships with Community Banks - Insights from Chicagoan Kevin Greer on the Lending Market and Investor Strategies 11.05.2023 52:30
Kevin Greer joins us to break down Community Banks, Commercial Lending, and the State of the Lending Market! Kevin explains the differences between Regional Banks and Community Banks. You'll learn how you can build and leverage a relationship with your local Community Bank. He also shares how his investor mindset and strategy have changed throughout his years of investing. Then, Kevin tells us his...
Episode 216: Punch That Agent You Hate in the Face - The Chicago Real Estate Rumble 09.05.2023 10:09
What is the Chicago Real Estate Rumble and how can I participate, attend, or donate? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Ryan Cotter, The Mortgage Corp Link: Fighter Orientation - Chicago Real Estate Rumble 2023 Link: Real Estate Rumble Series Sponsors: Midwest RE Networking Summit and Essex Realty Group -------------...
Episode 215: Scaling To A 430-Unit Rental Portfolio in Chicago's Midway Area with Brian Basic 04.05.2023 47:11
Brian Basic is a seasoned investor with experience ranging from Condo Deconversions to Buy and Hold Rentals! Brian starts by explaining the origins of his family's REI business and the lessons learned from his wide range of investing experience. Next is a deep dive on the differences between being a landlord in the City of Chicago compared to the Suburbs. Brian discusses his geographical areas of...
Episode 214: Real Estate Post-Recession - Building Up From the Ground with Roger Luri 27.04.2023 54:38
Roger starts by discussing how he found a niche in New Construction and jumps into lessons learned throughout the years. Leaning on his decades of investing experience, he's able to provide insight on red flags leading up to the last housing crash and discuss the emergence of north side neighborhoods like Uptown, Edgewater, and Buena Park. Roger breaks down how he identifies areas where new constr...
Episode 213: The Future of Rent Control in Illinois: Updates and Implications 25.04.2023 14:03
What is the future of rent control in Illinois and what are the implications based on rent control from other cities? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Mike Baker & Mike Hagensen | New Era Chicago | NBOAChicago Link: Why Rent Control Doesn't Work - Freakonomics Link:
Episode 212: Everything You Need to Know About Back of the Yards with Ignacio Gonzalez 20.04.2023 50:10
Ignacio Gonzalez joins us to explain everything you need to know about the neighborhood he was born and raised in, and currently invests in; Back of the Yards! Ignacio jumps right in by explaining how he started investing in the neighborhood and defines its geographical borders. He shares lessons learned from his first (over budget and over schedule) rehab project and other large gut renovations t...
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