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Chicago Real Estate Investing News

The Zillow for Off-Market Real Estate Deals? How Investors Can Find Properties Faster

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Andrew Miklos shares his journey from prop tech startup founder to creating Go Deal Pro, a free off-market real estate platform. Discover how his industry…

Multifamily ARM Reset Opportunity: How Rising Rates Are Creating Distressed Deals in 2026 | Eran Reizer

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Eran Reizer, known as the Multifamily Doctor, shares insights on navigating the challenging real estate market, focusing on property management, deal sourcing, and market opportunities.…

How to Choose a Storefront Location That Helps Your Business Grow

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Ishmael Akbar shares his journey from youth-focused clothing and music businesses to real estate investing, emphasizing the importance of discipline, systems, and community support in…

Creative Financing for Multifamily Real Estate: How Aman Singh Structures Win-Win Deals

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Aman Singh shares his journey from real estate enthusiast to successful investor and licensed realtor. He discusses strategies for scaling into multifamily properties, deal structuring,…

How Landlords Can Screen Tenants and Avoid Costly Evictions

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Jude Aririesike shares insights into innovative real estate tools like The Green Key and discusses strategies for effective tenant screening, property management, and building a…

Industrial Real Estate in 2026: Why Tenants Have More Leverage | Joe Hills & Josh Lipoff

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Josh and Joe from HLI Partners share their journey from brokerage to development, discuss market shifts, and reveal strategies for sourcing off-market deals and leveraging…

Affordable Housing Bottlenecks: Ryan Basye Built 3 Homes Before Omaha Issued 1 Permit

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Ryan Basye shares his journey in real estate investing, focusing on affordable housing in Omaha, Nebraska. We discuss the challenges of bureaucracy, opportunities in the…

$30K Houses That Cash Flow $800–$1,100/Month | Land Contract Investing with Jenni Vega

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Jenni Vega shares her journey from short-term rentals to a thriving land contract business, highlighting strategies for scaling, networking, and managing cash flow in real…

How He Bought 250+ Tax Sale Properties While Living in an RV

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Rodrigo Avanzo shares his journey from Brazil to the US real estate market, focusing on tax deed auctions, building a mobile operation, and scaling through…

How Blockchain & AI Could Change Real Estate Investing | Erai Beckmann

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Meghan Escobar interviews Erai Beckmann about his diverse ventures in government, finance, and technology, focusing on how emerging industries like Web3 and AI are shaping…

Affordable Housing Investing: Manufactured Homes, DSCR Loans & Cash Flow | Anise El Hayani

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Anise El Hayani shares his journey from mortgage expert to successful real estate investor, focusing on affordable housing and land development in San Antonio. Discover…

Real Estate Investing From Scratch: How Brian Jones Built 32 Properties

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Brian Jones shares his journey from insurance to real estate investing, highlighting his strengths, future plans, and advice for aspiring investors. Discover how his ability…

How Jacob Capeles Turned a Business Setback Into His Next Real Estate Opportunity

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Jacob Capeles shares his journey from IT professional to real estate investor and broker, highlighting his strategies for success in short-term rentals, long-term investments, and…

Miami Real Estate Is Exploding: Where Investors Are Finding Opportunity

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Shannon Pettiford shares his 22-year journey in real estate, discussing South Florida’s growth, multifamily and small-bay industrial investing, property management, and building strong teams. He…

Detroit Real Estate Investing: Tamela Porter on Finding Properties 30–70% Off & Building Wealth

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Tamela Porter shares her journey from corporate America to real estate investing and wealth coaching. She discusses her strategies for building wealth through real estate,…

Driving for Dollars: How to Find Off-Market Real Estate Deals in 2026

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Jesop Gale shares his journey in off-market real estate, emphasizing resilience, relationship-building, and strategic insights into the Washington market. Tune in for practical tips and…

House Flipping for Beginners: Why Waiting Until You Know Everything Keeps You Stuck

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Clay White shares his journey from humble beginnings to successful real estate investor and property manager. He discusses his strategies for deal flow, operational efficiency,…

Real Estate Investing Mindset: From a $1,800 Wholesale Deal to $50K | Duron Dimmock

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Duron Dimmock shares his journey from catching buses to becoming a real estate influencer and mentor. He discusses the importance of mindset, authentic relationships, and…

How AI Captures Real Estate Leads After Hours & Books Tours Automatically | Emmanuel Samms

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Emmanuel Samms shares his journey from sales to tech, his innovative AI platform for real estate, and his vision for the future of AI in…

Foundation Repair Mistakes That Can Cost You $50,000+ | Stephen Burton

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Stephen Burton shares his 35 years of experience in foundation repair, emphasizing the importance of industry standards, homeowner education, and ethical practices. Discover how his…
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