In the 'Collecting Keys - Real Estate Investing Podcast,' seasoned Real Estate experts Mike DeHaan and Dan Austin discuss how to use Real Estate to create Massive Income not just Passive Income. Real estate doesn't have to be a get-rich slow game, and by bringing over 500 successful deals worth of experience in three years, their episodes unpack the art of real estate investing, wholesaling, house flipping, and transforming properties into profitable rentals. Listen as they share uncensored insights and strategies, from compelling guest interviews revealing personal journeys and finding off-market deals to in-depth deal analyses and the latest market trends. Whether you're taking your first investment step or scaling up your portfolio, embark on your investment journey with the Collecting Keys podcast - where every episode unlocks a door that brings you one step closer to financial freedom so you can finally live the life of your dreams.
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AI is moving fast… and the real question is which parts of real estate it will disrupt first. In this episode, we dive into AI hype and why transactions could change sooner than people think. Then, we zoom out to the bottlenecks actually affecting investors right now: from getting rentals leased in this market to why “qualified” borrowers are having liquidity problems.
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Bitcoin just crashed below $70K, but why should you care? This event exposed the leverage trap of Bitcoin-backed borrowing and why there were so many forced liquidations. In this episode, we break down what really caused the drop, what's happening as Bitcoin becomes more financialized, and if any of this changes the way long-term investors should think about risk and building a portfolio.
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What are high-net-worth operators actually saying about the market right now?
In this episode, we share what we’re hearing from investors — and why AI is showing up in almost every conversation. You'll learn what impact the AI boom could really have on real estate, why some people have become more bearish on the market, and why the country might not be ready for an AI buildout.
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Profitable one year, underwater the next — real estate doesn't always math the way you expect. In this episode, Mike shares why short-term numbers lie and what his once cash-flowing rental portfolio looks like five years in. You'll hear why “looking good on paper” can still turn into a cash problem, what most people misunderstand about tax incentives and lending rules, and how you can av...
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More doors won’t fix a cash problem. If you’re doing deal after deal but the money never stacks, something in your real estate business isn’t working the way you think it is. In this episode, we unpack what’s keeping investors stuck in that cycle and how to finally get out of survival mode — from the reality of building wealth with rentals to the skill that will keep your business afloat.
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Housing affordability; it's everyone's favorite argument. From Trump's ban on institutional buyers to what's really driving housing prices, this episode breaks down the numbers people ignore and what, if anything, they mean for investors. You'll also hear how to work your CRM with no marketing spend and win deals when taxes and Medicare premiums are a concern for seller...
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Are you starting to wonder: is it the market, or is it YOU? After this episode, you'll know if you should keep grinding or if it's time to make a change. We break down why wholesaling isn't usually a forever play, how to tell if you're burned out or just ready to move on, and how you can pivot without starting over.
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The struggle for many...
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2025 was tough for everyone, but only some operators figured out what still works. In this year-end recap, we share our highs, the lows, and what surprised us most in real estate. From the trends that destroy assets to major changes in direct marketing, you'll hear which real estate strategies we want to leave in 2025 and where our focus will be in 2026!
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Would you rather take a hit to your pride or your bank account? In this episode, find out how holding onto a deal too long can come back to bite you and your business. We dig into why so many deals are breaking down, why some investors are underwater and can't bring cash to closing, and why refinancing isn't always the fix people think it is.
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Cash flow can look good on paper and still be a losing deal. Especially right now, when it's never been easier to make the wrong one. This episode breaks down all the factors crushing margins and turning cash-flowing properties into expensive surprises. Find out how to stress-test your next deal before the market does it for you!
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What the Fed rate cut ...
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New and experienced investors are making a lot of mistakes in this market. Whether it's out of desperation or overconfidence, people are ignoring red flags, not calculating risk correctly, and chasing deals that can destroy their business. In this episode, you'll learn the real value of cash in this market and how to weigh risk in every deal so you can stay in the game!
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If your real estate business feels hard right now, this episode is for you. Host Mike DeHaan breaks down how to tell the difference between a rough market and a real business problem, the signs it's time to pivot, and the type of investors who shouldn't quit just yet. You’ll also learn how to exit without starting from zero and what to work on in your business if you decide to stay.
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One deal can ruin you, especially in this market. But it's not just a bad market taking investors out of the game — it's risky debt, risky deals, and risky business buys. In this episode, we dive into the biggest traps we're seeing over and over, why so many investors are struggling right now, and what we've done to survive the market. Tune in to hear how to make a smart invest...
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Risky lending is back. From rescue loans for low-credit borrowers to 50-year mortgages, the debt side of real estate is starting to look a lot like the pre-2008 era. So if you’re only paying attention to your DSCR rates, you're missing key shifts in the lending industry that could impact your next deal. Tune in to hear what we learned at a private lending conference, why some new loan product...
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The hardest part about getting started in real estate today? Realizing the shortcuts don’t work anymore.
In this episode, Alex Braich shares how he’s managed to grow a wholesaling and flipping business in one of the country’s toughest markets as a new investor. We cut down all the hype and guru tactics to highlight what really works, from the skills every newbie needs to build to the move that help...
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Not every deal is worth chasing, and not every deal is worth keeping. And right now, a lot of investors are learning that the hard way. In this episode, find out how refinancing has become one of the biggest traps for investors, which deal types are getting flagged by lenders, and why sometimes the best decision is to sell.
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The 80/20 rule for problem d...
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The industry’s full of opinions, but what’s actually happening in real estate right now? This week, we’re putting the headlines aside and sharing six hot takes about what’s really going on — some controversial, others overdue, but all showing how different real estate feels today.
Tune in for our thoughts on the end of no-money deals, outdated investing advice, a possible housing crash, and more!
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Most headlines say the housing market’s slowing down… but that’s not the full story.
In this episode, find out which markets are defying national trends and appreciating 10% year over year. We talk about what’s causing this divide, how to avoid getting stuck with a property you can’t sell, and where you should consider investing for lasting, long-term wealth.
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It’s not a housing crash, but this could hit the real estate market hard. This episode is all about America's growing debt problem, the rise of foreclosures, and why cash is still king in today's market.
We break down how new credit score models could affect lending and the type of assets that can survive a debt-based economy. Plus, Drew Wiard joins the show to share how the commercial in...
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Flipping, wholesaling, cold calling — we’ve done it all. But now, it’s time for a change.
In this episode, find out why we’ve decided to exit from our 7-figure homebuying company and what we’re doing now. Hear the moment we decided to pivot, what we’ve learned about successful partnerships, and how we’re rethinking scale, risk, and opportunity.
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Is wor...
Two Guys (Bowen Yang and Matt Rogers). Five Rings (you know, from the Olympics logo). One essential podcast for the 2026 Milan-Cortina Winter Olympics. Bowen Yang (SNL, Wicked) and Matt Rogers (Palm Royale, No Good Deed) of Las Culturistas are back for a second season of Two Guys, Five Rings, a collaboration with NBC Sports and iHeartRadio. In this 15-episode event, Bowen and Matt discuss the top storylines, obsess over Italian culture, and find out what really goes on in the Olympic Village.
The 2026 Winter Olympics in Milan Cortina are here and have everyone talking. iHeartPodcasts is buzzing with content in honor of the XXV Winter Olympics We’re bringing you episodes from a variety of iHeartPodcast shows to help you keep up with the action. Follow Milan Cortina Winter Olympics so you don’t miss any coverage of the 2026 Winter Olympics, and if you like what you hear, be sure to follow each Podcast in the feed for more great content from iHeartPodcasts.
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