
6 Years Ago, He Bought His First Rental: Now He’s Doing 24 Deals a Year
May 4, 2026 - 31:10
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If you want to generate passive income with rental properties, reach financial freedom, and make the most money with the least stress, do not do any of these six things. There are six ways to fail at real estate investin...
How to Fail at Real Estate Investing in 2026 is an episode from BiggerPockets Real Estate Podcast by podcast@biggerpockets.com. If you want to generate passive income with rental properties, reach financial freedom, and make the most money...
This episode belongs to BiggerPockets Real Estate Podcast.
Use the player on this page to stream the episode online.
Published May 1, 2026, 31:49 long, audio available.
If you want to generate passive income with rental properties, reach financial freedom, and make the most money with the least stress, do not do any of these six things. There are six ways to fail at real estate investing in 2026, and if you get even a couple of these wrong on your first or next deal, you could be out of the game for years to come. Trust us, we’re now dealing with five-figure emergency costs because we didn't follow the tips we’re sharing today. Both Henry and Dave have reached financial freedom in around a decade by doing real estate the right way. But that doesn’t mean they haven’t made very costly mistakes. Whether it’s tenants, repairs, using the wrong calculations, or waiting to talk to this specific person, there are a few crucial landmines to avoid on your next investment property. So, we’re going through the six ways to fail at real estate investing. If you do the opposite of these six, you’ll make money faster, with way less stress, scale smarter, and probably reach financial freedom even quicker than Henry or Dave. In This Episode We Cover What Dave does every single time before he hires someone to work on his rental The one mistake that led to an $80,000 (that’s right) repair bill The wrong way to calculate “cash flow” that will have you losing money every month Why most new investors waste months or years by not talking to these two people Are home inspections really worth it? This is who should (and shouldn’t) pay for one The one true way to tell if a tenant will be a great renter or a nightmare And So Much More! Check out more resources from this show on BiggerPockets.com and https://www.biggerpockets.com/blog/real-estate-1272. Interested in learning more about today’s sponsors or becoming a BiggerPockets partner yourself? Email advertise@biggerpockets.com. Learn more about your ad choices. Visit megaphone.fm/adchoices
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How to Fail at Real Estate Investing in 2026 is an episode from BiggerPockets Real Estate Podcast by podcast@biggerpockets.com.
This episode is 31:49 long.
This episode was published on May 1, 2026.
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You can listen to How to Fail at Real Estate Investing in 2026 on this page when the episode audio is available from the podcast feed.
How to Fail at Real Estate Investing in 2026 is from BiggerPockets Real Estate Podcast by podcast@biggerpockets.com.
Published May 1, 2026 and 31:49 long