
The Real Estate Addicts (REA) podcast is a must-listen for anyone interested in real estate development, investment, construction and entrepreneurship. Each episode dives into a wide range of industry topics and features conversations with savvy, successful entrepreneurs who candidly share their career paths, challenges, breakthroughs, and the stories behind the remarkable companies they’ve built.... more
| Publishes | Weekly | Episodes | 129 | Founded | 7 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | InvestingBusinessEntrepreneurship | |||

This episode dives headfirst into the raw, unfiltered reality of real estate investing—from a shocking $50,000 eviction disaster to the emotional toll of burnout and rebuilding. Willie shares behind-the-scenes stories most investors never talk about,... more
In this episode, the guys sit down with Adam Jaspon of Centerline Development to discuss the evolution of his business from spec development to a hybrid model that includes third-party general contracting. Adam shares lessons learned from taking on c... more
In this episode, we answer a question by Illinois developer Spencer Barber about the psychological pressure of relying on large, unpredictable paydays. We dive deep into why recurring monthly income—whether through rentals, construction, lending, or ... more
In this episode, the guys break down how they’re using tools like ChatGPT, Claude, Gemini, and CapCut to underwrite deals in seconds, automate marketing, generate construction takeoffs, and even troubleshoot job-site problems. They debate whether AI ... more
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If your work involves the built environment you should give Real Estate Addicts a listen! There is a lot of genuinely valuable insight on development, deals, and the realities of the industry, and the hosts keep it entertaining with a dose of humor. Solid information presented in a way that doesn’t take itself too seriously.
Always insightful information delivered in a digestible manner.
Why? Because they keep it real and share honest stories in the trenches.
Jake and David are truly impressive individuals who have extensive knowledge in the investment industry. Their insights on the market and its history were informative. This podcast is recommended to gain a better understanding of investing. The conversation left me thinking deeply about the topic.
Essential podcast for Boston up and comings. Very valuable information.
Key themes from listener reviews, highlighting what works and what could be improved about the show.










Recent interactions between the hosts and their guests.
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A practical, entrepreneur-focused dive into real estate development, investing, and construction, with hosts who share deep industry experience, real-world stories, and candid lessons learned. Episodes frequently explore zoning, permitting, project financing, partnership dynamics, procurement, and market trends, often anchored by guest experts and hands-on builders. The show stands out for its Boston-area specificity, pragmatic approach to challenges, and emphasis on actionable takeaways for developers, investors, and operators aiming to scale portfolios and navigate regulatory and market headwinds.
Noteworthy angles include in-depth zoning discussions and their impact on housing supply, real-world procurement and cost-management debates, ... more
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These podcasts share a similar audience with Real Estate Addicts:
1. POWERS
2. Jocko Podcast
3. On The Market
4. All-In with Chamath, Jason, Sacks & Friedberg
5. The Ryen Russillo Show
Real Estate Addicts launched 7 years ago and published 129 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on Real Estate Addicts include:
1. Matt Kiefer
2. Nick Riccio
3. Samantha Riccio
4. Garrett Hogan
5. Chris Guimond
6. Kenny Isidoro
7. Nick Schiffer
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