Collecting Keys - Real Estate Investing Podcast

Mike DeHaan
  • 4.9 (97)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY

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.

  1. 5D AGO

    EP 485 - AI Can Actually Hurt Your Business (& Cost You Deals)

    What did you think of todays show?? Everyone's telling you AI is gonna change your business. They're right —  but it could actually be costing you deals. In this episode, we break down why AI is being wildly oversold in real estate, how the focus on automations is costing you money, and the rate chaos hitting investors right now. We also get into the macro stuff nobody wants to talk about: what a war with Iran is doing to the economy and how to keep your head in the game when everything feels unstable. Topics discussed: Introduction (00:00) Realities of the lending business - and why payoff statements take so long (01:34) Crypto-backed mortgages (06:29) How AI has cost real estate investors deals (09:17) Tesla robots, Waymo self-driving cars, and the future of automation (18:37) The war with Iran and what it means for the economy (27:28) Interest rate chaos and DSCR fraud crackdowns (37:49) Sign up to join the FREE Scale Community! https://collectingkeys.com/ Want deeper breakdowns like this every week? Subscribe to the Collecting Keys newsletter! https://collectingkeys.com/newsletter/ Follow us on Instagram! https://www.instagram.com/collectingkeyspodcast/ https://www.instagram.com/mike_invests/ https://www.instagram.com/investormandan/ https://www.instagram.com/dylan_does_deals This episode was produced by Podcast Boutique https://www.podcastboutique.com

    44 min

  2. MAR 24

    EP 484 - Real Estate March Madness: The Last Guru Standing w/ Alex Braich

    What did you think of todays show?? Which real estate guru would survive a Hunger Games-style showdown? We built a March Madness bracket to find out. From Grant Cardone to Pace Morby, 16 of the biggest names in real estate will fight for the championship — and only one person will make it out alive. Topics discussed: Introduction (00:00) The March Madness real estate bracket (01:23) The players and the rules (05:55) The matchups (07:54) Semi-final matchups (22:01) Championship matchup: who will win? (31:33) Sign up to join the FREE Scale Community! https://collectingkeys.com/ Want deeper breakdowns like this every week? Subscribe to the Collecting Keys newsletter! https://collectingkeys.com/newsletter/ Follow us on Instagram! https://www.instagram.com/collectingkeyspodcast/ https://www.instagram.com/mike_invests/ https://www.instagram.com/investormandan/ https://www.instagram.com/dylan_does_deals This episode was produced by Podcast Boutique https://www.podcastboutique.com

    39 min

  3. MAR 17

    EP 483 - How to Structure a Seller Leaseback (So It Doesn't Destroy You)

    What did you think of todays show?? Should you buy a house from an elderly seller in foreclosure who wants to rent it back indefinitely? In this episode, we break down the financials, the moral gray area, and smarter alternatives. Plus, find out what hard money lenders actually look at when you apply, how assignment fees can jeopardize your loan, and the red flags that get you denied immediately. Topics discussed: Introduction (00:00) Conspiracy theories and fake statistics (01:00) Ethical dilemma: buying a house from a 77-year-old (08:30) How to protect yourself with a seller leaseback (16:11) Why Dylan can’t sell his condo (17:49) Red flags lenders catch immediately (23:12) Dan's rule for choosing who you do business with (30:56) Sign up to join the FREE Scale Community! https://collectingkeys.com/ Want deeper breakdowns like this every week? Subscribe to the Collecting Keys newsletter! https://collectingkeys.com/newsletter/ Follow us on Instagram! https://www.instagram.com/collectingkeyspodcast/ https://www.instagram.com/mike_invests/ https://www.instagram.com/investormandan/ https://www.instagram.com/dylan_does_deals This episode was produced by Podcast Boutique https://www.podcastboutique.com

    36 min

  4. MAR 10

    EP 482 - Why You Shouldn’t Diversify Your Investments (And When to Start)

    What did you think of todays show?? Everyone tells you to diversify in your 20s and 30s... but what if that's the wrong move? In this episode, we break down why diversifying too early might be the exact thing keeping you from building real wealth — and when it actually starts to make sense. We also cover the two signs it's time to end a business, mistakes we see borrowers making every day, and why getting lucky in real estate is a trap. Topics discussed: Introduction (00:00) When borrowers try to pull draws they didn't earn (01:33) The liquidity problem: why borrowers stay broke (03:08) The harsh truth about most entrepreneurs (06:03) When to quit vs. keep going (09:56) 2 signs it’s time to leave your business (12:57) Why it’s hard to grow a coaching community (16:46) When luck becomes a trap in real estate (23:21) The case for not diversifying your investments (25:35) When long-term growth investing makes sense (29:47) Why saying “no” is their best business skill now (31:25) Sign up to join the FREE Scale Community! https://collectingkeys.com/ Want deeper breakdowns like this every week? Subscribe to the Collecting Keys newsletter! https://collectingkeys.com/newsletter/ Follow us on Instagram! https://www.instagram.com/collectingkeyspodcast/ https://www.instagram.com/mike_invests/ https://www.instagram.com/investormandan/ https://www.instagram.com/dylan_does_deals This episode was produced by Podcast Boutique https://www.podcastboutique.com

    34 min

  5. MAR 3

    EP 481 - Mortgage Rates Fell… So Why Didn’t Investors Win?

    What did you think of todays show?? Lower rates are supposed to unlock the market, so why does it feel harder than ever right now? In this episode, we unpack why things can look better without actually getting cheaper, how pricing is influenced behind the scenes, and the recurring revenue obsession that’s turning everything into a subscription — from weight-loss meds to “free” HVAC inspections. Plus, hear about our real estate bottlenecks, tenant drama, and when paying a property manager actually makes sense. Topics discussed: Introduction (00:00) Rebranding the podcast (01:37) The business of GLP-1s (02:47) Recurring revenue has invaded everything (06:13) The State of the Union Address (09:38) Rates check-in: FHA, DSCR loans, and who's winning (12:34) Insider info and betting: Polymarket, “reverse Jim Cramer,” and real estate (15:42) Media manipulation and real-life Succession (20:55) The hardest part of a flip (23:41) Landlord headaches and tenant grievances (27:12) The truth about the “inventory shortage” (33:14) Sign up to join the FREE Scale Community! https://collectingkeys.com/ Want deeper breakdowns like this every week? Subscribe to the Collecting Keys newsletter! https://collectingkeys.com/newsletter/ Follow us on Instagram! https://www.instagram.com/collectingkeyspodcast/ https://www.instagram.com/mike_invests/ https://www.instagram.com/investormandan/ https://www.instagram.com/dylan_does_deals This episode was produced by Podcast Boutique https://www.podcastboutique.com

    37 min

  6. FEB 24

    EP 480 - The Problem With “No Money Down” Investments

    What did you think of todays show?? Your portfolio might look strong on paper… until you try to use it. This episode focuses on the uncomfortable gap between net worth and liquidity — and how getting that math wrong can quietly kill your options. We break down the cost of selling a rental right now, why desperation in a deal is the fastest way to destroy returns, and where AI realistically fits in real estate (and where it absolutely doesn’t). Topics discussed: New AI agents and the future of the workforce (00:00) How we AI in our real estate business (05:25) What cash-flow calculators get wrong (12:45) Why new investors lose money on "good" deals (17:54) The type of investor you shouldn’t work with (21:40) False net worth and  the refi trap (29:25) Are Airbnbs worth the investment? (33:57) Scaling vs. managing risk (38:43) Sign up to join the FREE Scale Community! https://collectingkeys.com/ Want deeper breakdowns like this every week? Subscribe to the Collecting Keys newsletter! https://collectingkeys.com/newsletter/ Follow us on Instagram! https://www.instagram.com/collectingkeyspodcast/ https://www.instagram.com/mike_invests/ https://www.instagram.com/investormandan/ https://www.instagram.com/dylan_does_deals This episode was produced by Podcast Boutique https://www.podcastboutique.com

    44 min

  7. FEB 17

    EP 479 - How AI Could Change Real Estate Forever

    What did you think of todays show?? 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. Topics discussed: Rental costs that kill cash flow (00:00) How property management companies cost time and money (03:26) Why new or small investors should self-manage (09:16) Why the “crash” didn’t feel like a crash (14:57) The real lending bottleneck: liquidity and reserves (16:53) The Super Bowl Ring Doorbell controversy (25:22) New AI tech, reliability, and the impact on the economy (28:31) Where AI could change real estate first (41:07) Sign up to join the FREE Scale Community! https://collectingkeys.com/ Want deeper breakdowns like this every week? Subscribe to the Collecting Keys newsletter! https://collectingkeys.com/newsletter/ Follow us on Instagram! https://www.instagram.com/collectingkeyspodcast/ https://www.instagram.com/mike_invests/ https://www.instagram.com/investormandan/ https://www.instagram.com/dylan_does_deals This episode was produced by Podcast Boutique https://www.podcastboutique.com

    46 min

  8. FEB 10

    EP 478 - What Are the Real Reasons Bitcoin Crashed?

    What did you think of todays show?? 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. Topics discussed: Introduction (00:00) GoBundance event recap (02:30) Market sentiment among high-net-worth entrepreneurs (06:16) How AI will truly impact the real estate market (08:15) Why we’re not ready for an AI buildout (11:58) Why Tesla is building robots (19:39) Solutions to the AI power problem (24:00) Why productivity looks different for the next generation (27:23) The factor privilege plays in who’s successful (31:47) What Brandon Turner’s story says about this market (35:16) Sign up to join the FREE Scale Community! https://collectingkeys.com/ Want deeper breakdowns like this every week? Subscribe to the Collecting Keys newsletter! https://collectingkeys.com/newsletter/ Follow us on Instagram! https://www.instagram.com/collectingkeyspodcast/ https://www.instagram.com/mike_invests/ https://www.instagram.com/investormandan/ https://www.instagram.com/dylan_does_deals This episode was produced by Podcast Boutique https://www.podcastboutique.com

    39 min
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4.9
out of 5
97 Ratings

About

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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