Collecting Keys - Real Estate Investing Podcast

Mike DeHaan
undefined
Oct 28, 2025 • 42min

EP 463 - 6 Hot Takes Real Estate Insiders Don't Want You to Hear

What did you think of todays show??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overdue, but all showing how different real estate feels today.Tune in for our thoughts on the end of no-money deals, outdated investing advice, a possible housing crash, and more!Topics discussed:Introduction (00:00)Hot take #1: syndicators knew investors would lose money (02:33)Hot take #2: AI and the labor force (09:12)Hot take #3: the housing market crash (15:02)Hot take #4: some owners should be forced to sell (20:26)Hot take #5: traditional investment strategies no longer work (28:18)Hot take #6: wholesaling as we know it is over (36:21)Want deeper breakdowns like this every week? Subscribe to the Collecting Keys newsletter! https://collectingkeys.com/newsletter/Learn more about the Collecting Keys SCALE Community! https://collectingkeys.com/scale/Check out the FREE Collecting Keys “Invest Anywhere” Guide to learn how to find deals in ANY MARKET Completely virtually (this is how we scaled to over a dozen markets)!https://instantinvestor.collectingkeys.com/invest-anywhereFollow 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_dealsThis episode was produced by Podcast Boutique https://www.podcastboutique.com
undefined
Oct 21, 2025 • 44min

EP 462 - The Only Housing Markets Still Appreciating in 2025

What did you think of todays show??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.Topics discussed:Introduction (00:00)Canada’s affordability and housing crisis (06:11)AI-generated real estate data gone wrong (10:05)Can AI be trusted to use in your business? (17:36)The best and worst markets right now (21:43)Why some markets are declining while others grow (22:49)Should investors buy for cash flow or appreciation? (26:31)The downside of investing in “cheap” markets (30:21)How third-party management can ruin a sale (32:40)How to protect yourself from shady property managers (36:51)Where high-income earners should invest (38:45)Check out the AI graph on YouTube: https://www.youtube.com/watch?v=Fp6mK14rYvQWant deeper breakdowns like this every week? Subscribe to the Collecting Keys newsletter! https://collectingkeys.com/newsletter/Learn more about the Collecting Keys SCALE Community! https://collectingkeys.com/scale/Check out the FREE Collecting Keys “Invest Anywhere” Guide to learn how to find deals in ANY MARKET Completely virtually (this is how we scaled to over a dozen markets)!https://instantinvestor.collectingkeys.com/invest-anywhereFollow 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_dealsThis episode was produced by Podcast Boutique https://www.podcastboutique.com
undefined
Oct 14, 2025 • 40min

EP 461 - The Debt Trap Impacting Real Estate Investors w/ Drew Wiard

What did you think of todays show??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 industry is holding up, which markets are doing surprisingly well, and what you should be doing to adapt.Topics discussed:Introduction (00:00)Drew’s current stance on commercial real estate (04:48)Why pivoting our focus to lending was a smart move (07:22)How to decide when to keep going or pivot (09:15)The rise of foreclosures and cash purchases (11:12)Credit score changes and its impact (13:38)How the long-term debt cycle is shifting our investment strategy (19:48)Generational shifts in work ethic (22:17)The long-term effect of AI and global labor shifts on real estate (28:44)Why people are migrating to midwest markets (33:30)How Drew is underwriting commercial assets in this risky market (37:35)Connect with Drew Wiard:https://www.instagram.com/theflyinginvestor/https://www.tiktok.com/@theflyinginvestorhttps://www.facebook.com/drew.wiardLearn more about the Collecting Keys SCALE Community! https://collectingkeys.com/scale/Check out the FREE Collecting Keys “Invest Anywhere” Guide to learn how to find deals in ANY MARKET Completely virtually (this is how we scaled to over a dozen markets)!https://instantinvestor.collectingkeys.com/invest-anywhereFollow 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_dealsThis episode was produced by Podcast Boutique https://www.podcastboutique.com
undefined
Oct 7, 2025 • 39min

EP 460 - We Left Our 7-Figure Homebuying Business

What did you think of todays show??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.Topics discussed:Introduction (00:00)Is work-life balance possible? (04:13)Easy wins vs. higher profits (08:01)Dylan’s $50,000 mistake (10:01)Why we left our homebuying business (14:03)Lessons on partnerships in real estate (16:05)A key trait for real estate entrepreneurs (28:05)How co-living and Section 8 impact neighborhoods (32:02)Our competitive edge in the lending business (36:12)Learn more about the Collecting Keys SCALE Community! https://collectingkeys.com/scale/Check out the FREE Collecting Keys “Invest Anywhere” Guide to learn how to find deals in ANY MARKET Completely virtually (this is how we scaled to over a dozen markets)!https://instantinvestor.collectingkeys.com/invest-anywhereFollow 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_dealsThis episode was produced by Podcast Boutique https://www.podcastboutique.com
undefined
Sep 30, 2025 • 45min

EP 459 - Veteran Wholesaler Calls Out Shady Tactics and Fake Gurus

What did you think of todays show??Tired of all the BS in the wholesaling? So are we. Greg Helback is back on the show to help us break down how shady operators and fake gurus are killing the industry.We get into how to beat out national wholesalers (without overbidding), what actually gives you a competitive edge in today’s market, and why doing the right thing isn’t just ethical — it’s smart business.Topics discussed:Introduction (00:00)How wholesaling has changed in the last decade (01:21)The biggest threat to local wholesalers (04:57)Why you shouldn’t listen to real estate gurus (07:05)Why we’re fed up with unethical wholesaling (15:42)Working with greedy wholesaling company (19:18)How shady ethics are ruining the industry (23:59)New wholesaling legislation and the future of the industry (26:02)How we avoided the real estate bubble (30:09)A wholesaler’s competitive edge (31:24)3 ways Greg stays competitive in this market (36:31)Connect with Greg Helbeck:https://www.instagram.com/grego_37/Learn more about the Collecting Keys SCALE Community! https://collectingkeys.com/scale/Check out the FREE Collecting Keys “Invest Anywhere” Guide to learn how to find deals in ANY MARKET Completely virtually (this is how we scaled to over a dozen markets)!https://instantinvestor.collectingkeys.com/invest-anywhereFollow 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_dealsThis episode was produced by Podcast Boutique https://www.podcastboutique.com
undefined
Sep 23, 2025 • 40min

EP 458 - How the Rich Avoid Estate Taxes – and You Can Too

What did you think of todays show??What happens to your business and your family if you're suddenly gone? No one likes to talk about it, but today we’re getting into estate planning, how to make things easier on your spouse if the unexpected happens, and what you can do now to start protecting your wealth.You'll learn how the rich avoid estate taxes, why liquidity is a major issue for most investors, and the one mistake that could force your family to sell everything.Topics discussed:Introduction (00:00)Social media’s fear-based algorithm (01:05)Dylan’s car accident wake-up call (06:23)Estate planning for real estate investors (07:51)How the rich avoid estate taxes (10:05)Partnerships, agreements, and trusts (11:55)3 things to simplify your plan (15:40)Living frugally vs. living life to the fullest (18:40)What happened to Dylan’s business when he was out of commission (24:49)New Fed rate cuts: too little, too late? (28:51)The only people getting institutional money right now (31:55)Will Fannie and Freddie go private? (33:22)Who’s getting the best rates right now (35:09)Learn more about the Collecting Keys SCALE Community! https://collectingkeys.com/scale/Check out the FREE Collecting Keys “Invest Anywhere” Guide to learn how to find deals in ANY MARKET Completely virtually (this is how we scaled to over a dozen markets)!https://instantinvestor.collectingkeys.com/invest-anywhereFollow 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_dealsThis episode was produced by Podcast Boutique https://www.podcastboutique.com
undefined
Sep 16, 2025 • 38min

EP 457 - Why Most House Flippers Burn Out

What did you think of todays show??Can't scale? Constant rental problems? Not sure if flipping is worth your time? You might be running your business the hard way.This episode breaks down the risks of flipping (especially right now) and why so many investors burn out. We're also talking DSCR loans, why it might be a good time to refinance, and the systems we use to manage properties with a lot less stress. If your business feels reactive or stuck, this one’s for you!Topics discussed:Introduction (00:00)Mortgage applications on the rise (04:23)Why I’m refinancing (05:03)DSCR loans and multifamily investments (08:31)How the market is affecting flips (12:24)The risks of flipping and scaling in today’s market (15:15)When flipping makes sense long-term (19:22)ADUs and luxury real estate (23:41)Learn more about the Collecting Keys SCALE Community! https://collectingkeys.com/scale/Check out the FREE Collecting Keys “Invest Anywhere” Guide to learn how to find deals in ANY MARKET Completely virtually (this is how we scaled to over a dozen markets)!https://instantinvestor.collectingkeys.com/invest-anywhereFollow 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_dealsThis episode was produced by Podcast Boutique https://www.podcastboutique.com
undefined
Sep 9, 2025 • 42min

EP 456 - Where to Go When You Want the Best Interest Rates

What did you think of todays show??Struggling to make money in this market? This episode explores the ripple effect of a bad economy, why it's hard to find valuable assets, and of course, how it's playing out in real estate.We share why the current market is actually great for investors, how to get the best interest rates on your next loan, and the concession that’s almost required to close a wholesale deal now. Learn what today’s buyers are looking for and how to stay afloat in this market!Topics discussed:Introduction (00:00)Why lenders are calling you so much (02:01)Where to go for the best loan rates (04:12)The struggle to find valuable assets to invest in (08:41)How off-market deals impact market data (14:23)The ethics of real estate agents vs. wholesalers (17:46)Why we’re seeing more leads than ever on the MLS (20:57)The concession that helps us close more deals (21:46)What scares most people out of wholesaling (23:44)The surprising way having multiple brands helps you close deals (25:27)Debt trends and signs of impact on real estate (28:17)The future of the economy and the dollar (35:44)Learn more about the Collecting Keys SCALE Community! https://collectingkeys.com/scale/Check out the FREE Collecting Keys “Invest Anywhere” Guide to learn how to find deals in ANY MARKET Completely virtually (this is how we scaled to over a dozen markets)!https://instantinvestor.collectingkeys.com/invest-anywhereFollow 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_dealsThis episode was produced by Podcast Boutique https://www.podcastboutique.com
undefined
Sep 2, 2025 • 37min

EP 455 - Viral Real Estate Strategies That Don’t Work

What did you think of todays show??That viral real estate post you saved? Total BS. In this episode, find out which "strategies" don’t actually work and the risky financing moves getting investors sued.We also break down the number one thing people get wrong about wholesaling, why a high ROI isn’t always as good as it sounds, and the dispo changes helping us sell or rent properties faster.Learn how to evaluate your KPIs in the current market and scale without burning cash!Topics discussed:Introduction (00:00)The struggle to find laborers (01:03)What most investors get wrong about real estate (04:47)Buyer incentives that work (05:47)How we’re finding buyers and using the MLS (07:41)New buyer and seller behavior (11:13)DSCR loans and the risk of fraud (13:07)Fraud in the lending industry (18:21)Fake news and viral real estate "wins" (23:17)Business trends and our updated KPIs (29:54)Realistic returns in this market (35:44)Learn more about the Collecting Keys SCALE Community! https://collectingkeys.com/scale/Check out the FREE Collecting Keys “Invest Anywhere” Guide to learn how to find deals in ANY MARKET Completely virtually (this is how we scaled to over a dozen markets)!https://instantinvestor.collectingkeys.com/invest-anywhereFollow 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_dealsThis episode was produced by Podcast Boutique https://www.podcastboutique.com
undefined
Aug 26, 2025 • 39min

EP 454 - Why Buying Real Estate Beats Buying a Business

What did you think of todays show??ROI doesn’t lie… and it’s better in real estate. In this episode, we’re breaking down why real estate is better than buying a business and what most people miss when they chase “passive” income.Hear what assets we're trusting in right now, how to make wholesaling work in this market, and the one real estate rule that never fails us. Plus, we also share the skills and decisions that keep us in business even when deals get messy.Topics discussed:Introduction (00:00)The “jerk house” story (01:28)Refinancing a SubTo deal (05:50)Update on our condo nightmare (07:41)A seller finance deal gone wrong (09:31)How to avoid “buying wrong” (13:16)Why residential real estate is the place to invest (15:25)The ROI of wholesaling and house flips (20:23)The risks of business acquisitions and SBA loans (22:47)Why wholesaling is overlooked (and shouldn’t be) (30:28)The hardest part of running a business (35:40)Learn more about the Collecting Keys SCALE Community! https://collectingkeys.com/scale/Check out the FREE Collecting Keys “Invest Anywhere” Guide to learn how to find deals in ANY MARKET Completely virtually (this is how we scaled to over a dozen markets)!https://instantinvestor.collectingkeys.com/invest-anywhereFollow 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_dealsThis episode was produced by Podcast Boutique https://www.podcastboutique.com

The AI-powered Podcast Player

Save insights by tapping your headphones, chat with episodes, discover the best highlights - and more!
App store bannerPlay store banner
Get the app