Uploaded August 2026 | Updated September 2026, 2 weeks ago
Episode #1316
Join the Future of Real Estate Investing with Fundrise:
fundrise.com/pockets
*The “regular” rental property you’re thinking of buying?* It may not look like anything special here in 2026, but it *could be worth tens or even hundreds of thousands of dollars more* down the road—IF it has any of the *high-upside qualities* we’re about to show you.
For the last 18 months, I’ve said that this is *real estate investing’s era of “upside.”* The “easy” real estate deals you could buy in 2015-2022 are long gone, and what we’re left with are a lot of seemingly unspectacular properties—but ones with *hidden upside that is just waiting to be unearthed.*
A property with _one_ of these qualities is unlikely to make you rich on its own. You’ve still got to focus on buying *high-quality assets at good prices* today. But if your property has *two, three, or more of these “upside” opportunities, its value could skyrocket five, 10, or 20 years from now.*
This isn't just about *market-driven appreciation.* These are 10 distinct advantages that aren’t on most buyers’ minds when they’re looking for a *simple deal that will cash flow,* but thinking about them _now_ could *pay massive dividends in the future.*
Episode Show Notes:
lnk.to/biggerpocketsYT
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Let Us Know What You Thought of the Show!
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_BiggerPockets Real Estate_ 1238 – The 2026 Value-Add Real Estate Playbook (30% - 50% ROIs):
biggerpockets.com/blog/real-estate-1238?utm_source=youtube&utm_medium=description&utm_campaign=none
Connect with Henry:
biggerpockets.com/users/henryw22?utm_source=youtube&utm_medium=description&utm_campaign=none
Connect with Dave:
biggerpockets.com/users/davem27?utm_source=youtube&utm_medium=description&utm_campaign=none
0:00 Intro
1:21 Real Estate’s “Era of Upside”
3:08 Our Top 10 Upside Plays
4:41 Long-Term Rent Growth
7:38 Sponsor: Fundrise!
8:22 Value-Add Real Estate
12:39 Owner-Occupied Strategies
14:48 Renting by the Room
17:25 Henry's “Free” Land Upside
20:16 Investing in the Path of Progress
24:50 Share YOUR Upside Plays!
Episode #1316
Join the Future of Real Estate Investing with Fundrise:
fundrise.com/pockets
*The “regular” rental property you’re thinking of buying?* It may not look like anything special here in 2026, but it *could be worth tens or even hundreds of thousands of dollars more* down the road—IF it has any of the *high-upside qualities* we’re about to show you.
For the last 18 months, I’ve said that this is *real estate investing’s era of “upside.”* The “easy” real estate deals you could buy in 2015-2022 are long gone, and what we’re left with are a lot of seemingly unspectacular properties—but ones with *hidden upside that is just waiting to be unearthed.*
A property with _one_ of these qualities is unlikely to make you rich on its own. You’ve still got to focus on buying *high-quality assets at good prices* today. But if your property has *two, three, or more of these “upside” opportunities, its value could skyrocket five, 10, or 20 years from now.*
This isn't just about *market-driven appreciation.* These are 10 distinct advantages that aren’t on most buyers’ minds when they’re looking for a *simple deal that will cash flow,* but thinking about them _now_ could *pay massive dividends in the future.*
Episode Show Notes:
lnk.to/biggerpocketsYT
Join BiggerPockets for FREE 👇
biggerpockets.com/signup?utm_source=owned_media
🎉Join us at the BiggerPockets Conference October 2-4 in Orlando. Buy tickets:
biggerpockets.com/bpcon2026
Let Us Know What You Thought of the Show!
BiggerPockets.com/Podcastfeedback
Buy Dave’s Book, _Start with Strategy_ :
store.biggerpockets.com/products/start-with-strategy?utm_source=youtube&utm_medium=description&utm_campaign=none
Sign Up for the Investor Brief Newsletter:
biggerpockets.com/email-subscribe?utm_source=youtube&utm_medium=description&utm_campaign=none
Find Investor-Friendly Lenders:
biggerpockets.com/findlenders
_BiggerPockets Real Estate_ 1238 – The 2026 Value-Add Real Estate Playbook (30% - 50% ROIs):
biggerpockets.com/blog/real-estate-1238?utm_source=youtube&utm_medium=description&utm_campaign=none
Connect with Henry:
biggerpockets.com/users/henryw22?utm_source=youtube&utm_medium=description&utm_campaign=none
Connect with Dave:
biggerpockets.com/users/davem27?utm_source=youtube&utm_medium=description&utm_campaign=none
0:00 Intro
1:21 Real Estate’s “Era of Upside”
3:08 Our Top 10 Upside Plays
4:41 Long-Term Rent Growth
7:38 Sponsor: Fundrise!
8:22 Value-Add Real Estate
12:39 Owner-Occupied Strategies
14:48 Renting by the Room
17:25 Henry's “Free” Land Upside
20:16 Investing in the Path of Progress
24:50 Share YOUR Upside Plays!










