Collecting Keys Podcast

Mike DeHaan
  • 4.9 (97)
  • Entrepreneurship
  • Updated Weekly

Collecting Keys is a weekly real estate investing podcast hosted by Mike DeHaan, Dan Austin and Dylan Koch, three active investors with hundreds of wholesale, flip, rental and creative-finance deals between them. Since 2021 the show has published more than 500 episodes on finding off-market deals, wholesaling, novations and subject-to, flipping, rentals, private lending and scaling a real estate business, plus straight talk on the market and on the gurus selling courses.

  1. 6d ago

    EP 511 - Self Storage, AI Hate and Extortion w/ AJ Osborne

    What did you think of todays show?? Two weeks ago we bashed AJ Osborne on this show. The story was fake, and he came on anyway. In this episode, AJ breaks down why the self-storage numbers you read come from less than 1% of the industry, why no institution is coming to buy your $1M facility, and why he's buying developers' stuck deals at 40% under replacement cost. Plus, the AI phone system that holds his missed calls under 10% while the industry runs 30 to 40%, and why he calls AI hate a psyop. Topics discussed: Introduction (00:00) Setting the record straight on AJ Osborne (00:58) How AJ built a storage business without investors (02:49) Why the REITs can't buy the storage you can (06:26) The 2021 self-storage bubble AJ called (and Goldman shorted) (12:05) Why AJ is buying developers' facilities 40% under replacement cost (16:11) 30-year fixed debt is coming to commercial real estate (18:11) How the REITs crashed storage rents from $200 to $60 (23:41) AI hate is a psyop, millennials are the new boomers (26:57) AJ's AI call center: 300 man hours saved (29:19) AI is the biggest barrier destroyer for small investors (32:14) How to start using Claude in your business (33:31) Survive first: why the pain is the opportunity (38:59) Connect with AJ Osborne: https://www.instagram.com/ajosborne/ https://www.ajosborne.com/ https://www.selfstorageincome.com/ 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 (https://podcastboutique.com/)

  2. Sep 22

    EP 510 - Build Your Own RESimpli, ChatGPT As Your Lawyer, And Home Sales At A 31-Year Low

    What did you think of todays show?? Stop paying for software you can build yourself. In this episode, Mike explains how he built his own e-sign tool with Claude in about an hour instead of paying $1,000 a seat, and why the platforms you rent are about to get cooked. Dan shares how ChatGPT wrote the demand letter that killed a $1,000 cancellation fee, we break down why home sales just hit a 31-year low with rates headed for 8%, and Dylan lays out what you should own before the Fed inflates its way out of the debt. Topics discussed: Introduction (00:00) Hyrox, Sydney Sweeney, and women tearing women down (00:01) Fake AI videos and the boomers who fall for them (05:14) RESimpli's 6.0 update broke everything (07:49) Mike built his own loan software with Claude (09:19) Mike's petty lawsuit over a cold text (17:35) Dan's ChatGPT demand letter kills a $1,000 fee (20:01) The $6,000 roof that was a condensation line (21:58) Rates in the high sevens and nobody can qualify (24:49) A 31-year low in sales, no forced sellers (27:14) Shrinkflation: your chicken is now water and salt (28:41) The Fed hikes 25 points, gas at all-time highs (30:22) Dylan's playbook: own assets the government can't print (34:22) 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 (https://podcastboutique.com/)

  3. Sep 19

    EP 509 - Pace Morby's investors are about to lose everything

    What did you think of todays show?? The people selling you the deal get paid whether you make money or not. In this episode, we go through the accusations piling up around Pace Morby's sub two fund, the investors who say they can't log in or get their money back, and the payroll theft case that came long before the fund. You'll hear why the gurus are all selling the same dream, plus what Trump's $5,000 check promise would really cost. Topics discussed: Introduction (00:00) The Anthropic quitter and the AI fear grift (00:01) Dylan almost sank the family boat (02:46) Sub two investors locked out of their money (04:12) What the SEC filing on Pace actually shows (07:00) An RV park and a surprise $1.5M note (09:38) Payroll theft long before the fund (13:33) They're all selling the dream (15:46) Trump promises $5,000 checks, the math says $1.3 trillion (17:12) Who actually collects your social security (20:40) F-150s, the Taliban, and government waste (24:55) 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 (https://podcastboutique.com/)

  4. Sep 8

    EP 508 - After Mike's Fire: The Insurance Every Investor Should Check

    What did you think of todays show?? The guys who got rich in 2021 will tell you it was skill. It wasn't. In this episode, we break down why almost every big investing win is timing you didn't control, from Northwestern Mutual reps who get paid whether or not you stick around to the real estate gurus who quietly stopped saying go bigger, sooner. Plus what Japan's yen crisis has to do with Bitcoin, and the insurance you should already have before any of it matters. Topics discussed: Introduction (00:00) Why lending companies cannot advertise but pill sellers can (00:01) The insurance every business owner should already have (05:28) What happens when partners skip key man insurance (07:50) Why Northwestern Mutual reps sell you more insurance (10:02) Why nobody actually shows up to industry conferences (14:04) Japan's yen crisis and what it means for Bitcoin (16:30) Trump accounts and whether government money helps you (21:16) Where the money goes when corporate profits rise (25:28) Why no news story matters for more than a week (30:31) Why big investing wins are luck, not skill (34:54) Why the 2021 boom was luck, not skill (38:02) 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 (https://podcastboutique.com/)

  5. Sep 1

    EP 507 - D.R. Horton Neighborhoods are the next Mobile Home Parks

    What did you think of todays show?? Nobody tells you the most expensive thing in a deal right now is time. A payoff takes three weeks when a lender can pull one in 15 minutes. A finished flip sits 42 days at a price cut below both comps. In this episode, we break down Dylan's 36 unit seller finance deal and the two year balloon inside it, why note servicers get paid to stall you, and when it makes sense to hire your own property manager. Plus Berkshire Hathaway's bet on home builders. Topics discussed: Introduction (00:00) Why gurus find religion when business dries up (01:39) Soft serve at home and the steroid question (02:17) China, electric cars, and the petrodollar (05:39) Aging politicians and the citizenship test idea (08:47) Dylan's 36 unit deal and the two year balloon (13:42) When it makes sense to hire your own property manager (18:35) Why a payoff takes three weeks (22:47) The payoff that expires before you can close (25:00) The flip that has been sitting 42 days (27:35) Buyers going for blood and offers that never existed (30:37) Berkshire Hathaway's $1.2 billion bet on home builders (37:20) Why D.R. Horton neighborhoods age like mobile home parks (40:41) 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 (https://podcastboutique.com/)

  6. Aug 25

    EP 506 - Do the gurus actually believe in God? Or is it the next grift?

    What did you think of todays show?? Every washed up influencer on your feed suddenly found God, and the timing is not an accident. In this episode, we break down faith as a sales pitch, the borrower who filmed himself explaining how to lie for an Airbnb loan, and why real estate advice from 2015 is still ranking on YouTube and still wrong. You'll also hear what a $20 million yacht really costs to keep, and what Mike learned about insurance checks after his house burned down. Topics discussed: Introduction (00:00) Why washed up influencers suddenly found God (01:35) Andy Elliott and the faith sales pitch (03:05) What a $20 million yacht really costs (10:53) The buyer who tried to retrade Dylan (14:55) How a Chinese AI cracked a Bitcoin wallet (17:15) The Airbnb owner who filmed himself telling people to lie (22:35) Why non-recourse debt doesn't exist (24:34) Why 2015 real estate advice still ranks (25:16) Pace Morby and guru advice that was never true (26:09) Mike's burned house and the insurance checks (29:26) The property every landlord wishes would burn (29:42) What servers in Maui and Vail actually make (37:27) Why the 30 year yield hasn't moved DSCR (40:01) 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 (https://podcastboutique.com/)

  7. Aug 18

    EP 505 - Hire Fast, Fire Faster, and Let Bad Hires Teach You

    What did you think of todays show?? You will hire ten people to find one good one. Are you firing the other nine fast enough? We get into why you hire fast and fire faster, what every bad hire teaches you about the role you actually needed, and why your best next employee might be a $20-an-hour rockstar in the Philippines. Mike is also rebuilding from a wildfire, and it changed how he thinks about coverage, public adjusters, and why cheap policies are the real scam. Topics discussed: Introduction (00:00) Why entrepreneurs and hobbies mix badly (00:56) What the wildfire taught Mike about insurance (08:35) The Cambodia pouch that saved $3,000 (12:07) How a public adjuster beats the insurance company (14:29) Why working for yourself beats disaster (17:12) Letting the team run while you can't (20:16) Hire fast, fire faster, one in ten (23:05) Every bad hire teaches the real role (24:52) Why the virtual assistant hire is dead (30:07) How a $20 Philippines hire outclasses yours (33:26) Klarna, kids, and absurd US travel costs (40:41) 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 (https://podcastboutique.com/) ---

  8. Aug 11

    EP 504 - Mike Lost His House In The Spokane Fire, What Happens Next

    What did you think of todays show?? Three hours. That's all it took for the Spokane fire to explode to 3,000 acres and take Mike's house with it. In this episode, we walk through what actually happens after a total loss: why you hire your own public adjuster instead of trusting the insurance company's adjuster, the difference between actual cash value and replacement cost, and the mortgage wrinkle that can leave you owing money on a house that no longer exists. Plus the crisis lessons nobody teaches you until you need them. Topics discussed: Introduction (00:00) How the Spokane fire started and spread (02:03) Mike's evacuation and the pets left behind (02:38) Why house fires burn so randomly (05:43) Why knowing your neighbors matters most (08:57) The best and worst of people in a disaster (11:23) Getting proactive with your insurance claim (14:51) Why you hire your own public adjuster (18:35) Actual cash value vs replacement cost (28:26) The mortgage wrinkle that leaves you with nothing (30:13) Why the insurance company slow rolls your claim (33:56) Filming your whole house before disaster strikes (40:42) What actually matters when you lose everything (42:40) Support Corey and his family, who lost their home in the same fire: https://www.gofundme.com/f/help-the-aspaas-family-rebuild-after-house-fire 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 (https://podcastboutique.com/)

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4.9
out of 5
97 Ratings

About

Collecting Keys is a weekly real estate investing podcast hosted by Mike DeHaan, Dan Austin and Dylan Koch, three active investors with hundreds of wholesale, flip, rental and creative-finance deals between them. Since 2021 the show has published more than 500 episodes on finding off-market deals, wholesaling, novations and subject-to, flipping, rentals, private lending and scaling a real estate business, plus straight talk on the market and on the gurus selling courses.

Information

  • Creator
    Mike DeHaan
  • Years Active
    2021 - 2026
  • Episodes
    512
  • Rating
    Explicit
  • Copyright
    © 2026 Collecting Keys Podcast
  • Show Website
    Collecting Keys Podcast

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