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Chicago Real Estate Investing News

How To Buy Real Estate With Creative Financing | Terms Deals Explained by Joel Sangerman

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Joel Sangerman shares his extensive experience in real estate investing, focusing on creative financing strategies, the importance of proper training, and building a successful real…

Non-QM Mortgages Explained: How Investors & Entrepreneurs Get Approved When Banks Say No

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Host Quentin Edmonds interviews Stacia Weishaar, an independent mortgage broker with a background in software and technology. Stacia shares her journey from working at Microsoft…

How Real Estate Investors Use HELOCs, BRRRR, and DSCR Loans to Scale Faster | Matt Graham Interview

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Dylan Silver interviews Matt Graham, a former banker turned small-shop mortgage banker and investor based in the Ozarks. Matt shares insights on real estate investing…

Why Real Estate Leverage Beats Stock Market Returns | Investor Strategy

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Host Quentin Edmonds interviews Steffany Boldrini, principal at Monte Carlo Real Estate Investments. Steffany shares her journey from tech sales in the Bay Area to…

Real Estate Investing Changes Everything: Build Wealth, Freedom & Legacy (Beginner to Pro)

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In this episode, real estate expert Natalie Pilkinton shares her 20+ years of experience, insights on building wealth through real estate, and the importance of…

Real Estate Investing in a High Interest Rate Market: How to Make Your Flip Stand Out and Sell

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Host Quentin Edmonds interviews Daryl Correia, a full-time real estate investor who specializes in virtual wholesaling and property flipping. Daryl shares his journey from working…

Why Investors Are Flooding Into Georgia Real Estate | Batumi Property Boom Explained

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Dylan interviews Eric Tan of Silk Development about real estate investment opportunities in Batumi, Georgia. Eric explains why the country is attracting international investors due…

From Corporate Telecom to Real Estate Freedom: Building Cash-Flow Rentals, Systems, and Time Back

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In this inspiring interview, real estate investor Brian Biernat shares his journey from telecom engineer to successful real estate entrepreneur in Jackson, Mississippi. Discover how…

Probate Leads: How to Talk to Inheritance Sellers and Close More Deals (Without Being Pushy)

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Host Micah Johnson sits down with Micah Nicholes to discuss how real estate truly changes lives when approached with persistence, empathy, and long-term vision. Micah…

Real Estate Mindset & Momentum: How To Stop Overthinking and Start Closing Deals

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Anish Dave shares his 25+ year journey in real estate investing—from early success during the 2005–2008 boom, to getting wiped out in the crash, to…

Why Business Acquisitions Are Bigger and More Complex Than Real Estate Deals

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Lauren Drummond-Dale shares how she helps business owners buy and sell companies, often alongside significant real estate assets. With over 16 years of experience, she…

Student Housing Investing Explained: Higher Rent, Lower Risk, and How to Screen Tenants the Right Way

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Gillian Irving shares her expertise in student rental investing across Canada and the U.S. She explains how to maximize property utility, structure joint ventures, and…

400 People Investing $400 Each to Buy Real Estate and Transform Communities

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Rene' Jones shares the inspiring story behind $400blackdollars.com, a community-focused real estate initiative that started after the George Floyd incident. Discover how he raises capital,…

Land Development Secrets: How Developers Turn Raw Land Into Profitable Communities

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Real estate developer and investor Jose Berlanga shares insights from his 30-year career in residential land development, focusing on strategies for beginners, market trends, and…

How Glen Sutherland Built a Multi-State Real Estate System (Flips, Rentals & Syndications)

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Glen Sutherland shares his journey from buying his first property to building a multi-market real estate portfolio. He opens up about early challenges, lessons learned…

How Turnkey Rental Properties Work: Property Management Mistakes to Avoid + Investor Strategy Tips

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Host Michelle Kesil speaks with Taylor Miller, owner of Legacy Invest, about the intricacies of real estate investment. Taylor shares insights on how his company…

How to Be the Bank With Private Money Lending | Build Passive Income Through Real Estate

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Dylan Silver interviews Dave and Josh Stech, private lenders who transitioned from real estate investing to lending. They discuss their journey, the advantages of private…

The Real Reason Most People Fail in Real Estate | What You’re Willing to Do Matters

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Host Michelle Kesil interviews Trenton Cook, a real estate agent and investor based in Montana. Trenton shares his journey from a 16-year career in emergency…

How Whitney Fallon Helps Families Achieve Homeownership

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Host Q Edmonds welcomes Whitney Fallon, a holistic wellness practitioner and life design strategist. Whitney shares her journey from being a nurse practitioner to starting…

The Senior Housing Gold Rush: Why Residential Assisted Living Is Exploding for Real Estate Investors

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Isabelle Guarino discusses the growing field of Residential Assisted Living (RAL) and its significance in the context of an aging population. She shares her personal…
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