Want financial freedom through real estate investing? Then the BiggerPockets Real Estate Podcast is for you. Sit down every Monday, Wednesday, and Friday with D...
How to Capture the “Upside” in the 2025 Housing Market
How do you get higher rents, more appreciation, and bigger returns from real estate investing in 2025? It’s easy—copy the experts. They’re doing it over dozens of deals, so why not apply their same tactics to your properties? That’s precisely what we’re sharing in today’s episode—the “upside” tactics ANYONE can use on ANY investment property to create more cash flow, better equity upside, and make their future selves richer.
Last week, we discussed the ten different “upside” investing tactics you can use in 2025 to boost your real estate returns. Today, we’re walking through six of them, in-depth, with investing experts Ashley Kehr and James Dainard. Ashley has been investing in rentals for over a decade, seeing basic properties become home-run rentals over time. James has made millions of dollars flipping houses with HUGE “upside,” he’s teaching you how to do the same, even if you’re only buying rentals.
We’re walking through our favorite “upside” strategies and how to spot the properties that have multiple "upsides" for investors. Follow these steps, and in a few years, the properties you buy in 2025 could become your best investments yet!
In This Episode We Cover:
Why you CAN’T just focus on today’s rent prices/cash flow and how basic properties can become cash flow kings
The “rocket fuel” James used to explode his net worth and real estate portfolio
Hidden zoning opportunities that most homebuyers have no clue about (MASSIVE price appreciation potential)
How to pinpoint the “path of progress” so you know exactly where to buy
Why putting more cash down on a real estate deal is such an underrated move
And So Much More!
Links from the Show
Join BiggerPockets for FREE
Let Us Know What You Thought of the Show!
Ask Your Question on the BiggerPockets Forums
BiggerPockets YouTube
The Best Markets to Buy Rental Properties Right Now (2025)
Get Fully Customizable Insurance Coverage for All Phases of Occupancy on One Monthly Schedule and Bill with NREIG
Sign Up for BiggerPockets Momentum 2025 to Supercharge Your Investing This Year
Grab Dave’s Book, “Start with Strategy”
Find Investor-Friendly Lenders
BiggerPockets Real Estate 1075 - 10 Hidden Ways to Buy Properties with Huge “Upside”
Connect with Ashley
Connect with James
Connect with Dave
(00:00) Intro
(03:50) Make Your Future Self Rich
(05:07) Which Properties to Buy?
(09:20) 1. Rent Growth
(13:24) 2. Value-Add
(14:49) 3. Zoning Opportunities
(19:11) 4. More Equity, Less Debt
(22:14) 5. Path of Progress
(26:33) 6. Learning (and Earning)
(29:26) Find YOUR Upside
Check out more resources from this show on BiggerPockets.com and https://www.biggerpockets.com/blog/real-estate-1079
Interested in learning more about today’s sponsors or becoming a BiggerPockets partner yourself? Email [email protected].
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38:09
The Repeatable “Stack” Method to Buy Rentals Faster (and with Less Money)
One of the most repeatable, scalable ways to build a real estate portfolio is using “The Stack” method. This investing strategy allows you to slowly scale your real estate using low-money-down loans, turning one down payment into multiple properties. It’s one of the smartest, safest ways to build wealth, but it’s almost been forgotten. Today, we’re talking to an investor reviving “The Stack,” using it to build an eight-rental real estate portfolio starting with just $15,000.
Like most investors, Connor Anderson had barely enough money to close on his first house, a condo. He scrounged together just $15,000 to buy his first property and immediately began to rent out the other rooms. But this was just the beginning for Connor.
Over the next few years, Connor slowly turned the rent savings from that one condo into a single-family house, a duplex, and now a fourplex, which he is still house hacking in. The best part? Those properties he used to live in are now cash-flowing rentals WITH equity, which he has used to buy more properties. This is “The Stack” method done the right way, and if you want to safely, slowly, and steadily grow your rental portfolio without a ton of money, this is how to do it.
In This Episode We Cover:
“The Stack” method and how to use it to build a rental portfolio with little money
Why you DON’T need to rush building a real estate portfolio to be successful
One investing area that both Connor and Dave are very bullish on
How Connor scored a zero-dollar-down, off-market duplex
Interest rate buydowns and other strategies to create cash flow in 2025
And So Much More!
Links from the Show
Join BiggerPockets for FREE
Let Us Know What You Thought of the Show!
Ask Your Question on the BiggerPockets Forums
BiggerPockets YouTube
Maximize Your Real Estate Investing with a Self-Directed IRA
Grab the Book “The House Hacking Strategy”
Find an Investor-Friendly Agent in Your Area
The Stack: The Perfect Blueprint for Scaling Quickly in Real Estate
Connect with Connor
Connect with Dave
(00:00) Intro
(02:36) First Deal for $15,000 (Condo)
(08:23) Home Run Rental for 5% Down (House)
(12:03) Off-Market $0 Down Duplex
(17:36) The “Stack” Method
(23:20) “Turnkey” 5% Down Fourplex
(25:58) How to Find Cash Flow in 2025
(29:00) Best Area to Buy?
Check out more resources from this show on BiggerPockets.com and https://www.biggerpockets.com/blog/real-estate-1078
Interested in learning more about today’s sponsors or becoming a BiggerPockets partner yourself? Email [email protected].
Learn more about your ad choices. Visit megaphone.fm/adchoices
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38:40
4 Cities Where You Can Live for Free in 2025
One of the best ways to “live for free” is a strategy almost every successful real estate investor uses at some point in their journey: house hacking. You’ve probably heard of it before—house hacking allows you to significantly reduce (or eliminate) your mortgage/rent payment, so your housing cost hits rock bottom or even zero. This helps you save more money every month, invest faster, and reach financial freedom after a short (but worthwhile) period of sacrifice.
Which US markets are best for house hacking, getting a great job, and paying next to nothing for housing? We’re presenting four of the best house hacking markets in the country, some of which you’ll probably be tempted to move to. These markets all have lower home prices but respectable wages, things to do, and great rents for you to collect.
Who better to judge these markets than the man who wrote The House Hacking Strategy, Craig Curelop? Data scientist Austin Wolff is pitching these four real estate markets to Craig and Dave as the house hacking duo votes on whether they’d move to that market to house hack or stay put where they are.
In This Episode We Cover:
How to reduce (or eliminate) your monthly mortgage/rent payment with house hacking
The different levels of house hacking (comfort vs. profitability)
What makes a market worthwhile to house hack in (it ISN’T just about the money)
A mountain biking capital with booming job growth and low home prices
A “smart-grid” affordable city close to two major markets
Great jobs, an excellent airport, solid schools, and strong growth from this underrated southern market
Buying a house for under $300K in this city with a sports atmosphere
And So Much More!
Links from the Show
Join BiggerPockets for FREE
Let Us Know What You Thought of the Show!
Ask Your Question on the BiggerPockets Forums
BiggerPockets YouTube
Join the Future of Real Estate Investing with Fundrise
Grab Craig’s Book “The House Hacking Strategy”
Find an Investor-Friendly Agent in Your Area
The 10 Best Markets for Your First House Hack
Connect with Austin
Connect with Craig
Connect with Dave
(00:00) Intro
(01:57) What is House Hacking?
(05:11) Should You Move to House Hack?
(07:51) 1. Fayetteville, Arkansas
(11:59) 2. Chattanooga, Tennessee
(15:39) 3. Charlotte, North Carolina
(20:08) 4. Indianapolis, Indiana
(24:56) How to Start House Hacking
Check out more resources from this show on BiggerPockets.com and https://www.biggerpockets.com/blog/real-estate-1077
Interested in learning more about today’s sponsors or becoming a BiggerPockets partner yourself? Email [email protected].
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34:19
How to (Legally) Reduce Taxes with Real Estate + Crucial New Trump Tax Plans
The clock is ticking to tax day, and you could be stuck with a big tax bill. Thankfully, if you own real estate, reducing your taxes is easy. Don’t know which write-offs to take? We brought CPA and real estate investor Amanda Han on the show to break down the most crucial tax-saving tips for real estate investors. Plus, she sheds light on President Trump’s tax plan, how it could significantly benefit real estate investors, and what changes to watch for.
If you’re not taking advantage of write-offs like depreciation or boosting your retirement with tax-deferred real estate investing, you could be missing out on tens of thousands, if not hundreds of thousands, in tax savings. Keep more money in your pocket come tax day by following Amanda’s tips (you don’t even need a CPA to take advantage of some of these!).
Will Trump bring back the holy grail of tax deductions—100% bonus depreciation? Could he make “SALT” (state and local tax) deductions uncapped so you can lower your federal taxes even more? What about the other “tax-free” income source that could become a reality in President Trump’s second term? Amanda is sharing info on all of it so you can pay less taxes, keep more of your hard-earned money, and invest faster!
In This Episode We Cover:
The one massive real estate tax deduction that President Trump could bring back soon
One real estate write-off every single investor should take advantage of NOW
How to use your retirement accounts to buy real estate (and defer your taxes!)
“SALT” deductions and how this could significantly reduce your federal income taxes
Do you really need a CPA to take advantage of real estate tax deductions?
And So Much More!
Links from the Show
Join BiggerPockets for FREE
Let Us Know What You Thought of the Show!
Ask Your Question on the BiggerPockets Forums
BiggerPockets YouTube
Invest in High-ROI Turnkey Rentals with Rent to Retirement or Txt REI to 33777
Sign Up for BiggerPockets Momentum 2025 to Supercharge Your Investing This Year
Grab Amanda’s Books on Real Estate Tax Strategies
Find Investor-friendly Tax and Financial Experts
4 Real Estate Tax Strategies That Can Protect You From Inflation
Connect with Amanda
Connect with Dave
(00:00) Intro
(02:27) Huge Tax Savings of Real Estate
(08:05) DON’T Forget About This
(13:08) Investing with Retirement Accounts
(20:53) New Trump Tax Policies
(26:22) “SALT” Tax Savings
(31:37) Will Capital Gains Change?
Check out more resources from this show on BiggerPockets.com and https://www.biggerpockets.com/blog/real-estate-1076
Interested in learning more about today’s sponsors or becoming a BiggerPockets partner yourself? Email [email protected].
Learn more about your ad choices. Visit megaphone.fm/adchoices
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42:53
10 Hidden Ways to Buy Properties with Huge “Upside”
If you don’t want to make money in real estate, skip this episode. If you hate the idea of having hundreds of thousands or millions of dollars in equity and six-figure passive cash flow in the not-so-far future, ignore the ten strategies we’re sharing today.
When followed, these ten tactics will help you buy real estate deals with phenomenal “upside” potential in markets that most investors overlook but will WISH they bought in within a few years. Anyone can use this information to unlock the “upside” in whatever market they choose to invest in, but they aren’t obvious.
You’ve probably been told the opposite of the advice we’ll give you today. But here’s the thing: the housing market has CHANGED. In 2025, those 2015 strategies will not work. To unlock the “upside” potential that will lead only savvy real estate investors to generational wealth, plentiful passive income, and serious returns, you must shed the old ways and embrace the new strategies. That’s why Dave is outlining the ten strategies he would use to find hidden “upside” in the 2025 housing market and sharing how he’s doing it (right now!) with some of his properties.
In This Episode We Cover:
Ten ways to unlock the hidden “upside” in your next real estate deal (make MORE money!)
How to “design” a real estate deal BEFORE you buy it (this is a BIG change)
Four "upside" fundamentals to follow if you want to buy the best deals in the best areas
How Dave boosted his cash flow and secured a rental in an appreciating area by using his “upside” tactics
Why day one “cash flow” is NOT as important as it used to be (this could be costing you deals!)
And So Much More!
Links from the Show
Join BiggerPockets for FREE
Let Us Know What You Thought of the Show!
Ask Your Question on the BiggerPockets Forums
BiggerPockets YouTube
Maximize Your Real Estate Investing with a Self-Directed IRA
Buy Dave’s Book, “Start with Strategy”
Find an Investor-Friendly Agent in Your Area
The State of Real Estate Investing: What You Need to Know for 2025
Connect with Dave
(00:00) Intro
(01:37) Deal Design
(03:06) The “Upside” Fundamentals
(07:36) Dave’s Real “Upside” Example
(09:50) Dave’s 2025 “Upside” Strategies
(17:56) 5 More “Upside” Tactics
(23:25) Follow the “Upside” Formula!
Check out more resources from this show on BiggerPockets.com and https://www.biggerpockets.com/blog/real-estate-1075
Interested in learning more about today’s sponsors or becoming a BiggerPockets partner yourself? Email [email protected].
Learn more about your ad choices. Visit megaphone.fm/adchoices
Want financial freedom through real estate investing? Then the BiggerPockets Real Estate Podcast is for you. Sit down every Monday, Wednesday, and Friday with Dave Meyer, the Head of Real Estate at BiggerPockets, as he uncovers tried and true tactics and shares candid conversations with real estate investors who are building wealth in today’s market. Join Dave to walk through deals that went right (and wrong) and learn the strategies you can deploy—start growing your side income today to take control of your financial future.
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