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PODCAST

Real Estate Rookie

Ready to build your real estate empire… but not sure where to begin? Think of us as your personal trainer. From detailed breakdowns of real-world deals… to one-on-one coaching sessions and a warm, welcoming community… hosts Ashley Kehr and Tony J Robinson bring on a wide range of guests to tackle the “newbie” questions you"ve wondered about but might be afraid to ask. Looking to 10X your real estate investing business this year? This show isn’t for you. Looking for your first, second, or third deal

business investing

All Episodes

37:17

Need Money for a Down Payment? Try These 8 Side...

Real Estate Rookie ·

2026/04/22

Don’t have enough cash for a down payment or enough income to qualify for a mortgage? You’re not alone—many rookies have been (or are) in your shoes. If money’s the one thing standing between you and your real estate investing goals, stay tuned, because we’re bringing you eight side hustles that could help you buy a rental property!Welcome back to the Real Estate Rookie podcast! Today, we’re sharing our favorite side hustles to start alongside your nine-to-five job. We’re breaking down

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36:41

How to Turn Your “Stuff” Into Cash-Flowing Assets...

Real Estate Rookie ·

2026/04/20

If you could create a few income streams that gave you an extra $10,000, $20,000 or more per year, how would it change your life?Today’s guest has made a habit of turning her liabilities into cash-flowing assets, using everything from normal rental properties to mobile home parks, campers, and trucks to make more money. Stay tuned, and she’ll show you how to do the same so you can reach your financial goals sooner! Welcome back to the Real Estate Rookie podcast! During her time in the Air

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22:58

Should You Buy a Single-Family Rental or a Duplex?...

Real Estate Rookie ·

2026/04/17

Looking to buy a rental property? First, you’ll need to decide between a single-family home and a small multifamily property. Which makes more money? And which is the better long-term investment? We’re breaking it all down in today’s episode! Welcome to another Rookie Reply! You’ve just received good and bad news. The good news? Your tenant gave you a heads up that rent will be late this month. The bad news? Rent will be late this month! What should you do—try to work with your otherwise-great

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24:09

The 5-Step Framework for Investing in Real Estate...

Real Estate Rookie ·

2026/04/15

Sometimes the biggest obstacle to buying a rental property isn’t finding real estate deals, or funding them, but getting your significant other on board! This is a major barrier for many new investors, and today, we’re helping you break through that barrier. In just a few months, your partner could be a full-fledged real estate rookie, too!Welcome back to the Real Estate Rookie podcast! In this episode, we share our five-step framework for getting your spouse on board with rental property

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40:21

He Lives Overseas, But His 3 Rentals Cash Flow While...

Real Estate Rookie ·

2026/04/13

You don’t need hundreds of rental units to design the life you want. Today’s guest is busy traveling the world and only wants a handful of rental properties that can pay him while he sleeps. Since he’s unable to put roots down in any one market, he’s built reliable teams that keep everything running smoothly. If he can do it, YOU can too!Welcome back to the Real Estate Rookie podcast! Nearly 20 years ago, David Epstein became an “accidental” landlord, despite having a mountain of law school debt

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18:18

Inheriting Tenants: How to Raise Rent & Protect...

Real Estate Rookie ·

2026/04/10

You’ve bought a rental property, but there’s one curveball: you’re inheriting tenants!On one hand, you’re able to start earning rental income on day one. But on the other hand, how do you know you’re inheriting a quality tenant, and how do you go about raising rent? In today’s episode, we share everything you need to know—before and after closing! Welcome to another Rookie Reply! Which Airbnb markets are “oversaturated,” and how can you tell? Tony, our resident short-term rental expert,

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43:26

Don’t Make an Offer Without Including These 10 Items...

Real Estate Rookie ·

2026/04/08

What’s worse than losing a real estate offer? Winning one on a “headache” rental property!Sometimes, the difference between a “good” deal and “bad” one comes down to what’s written in your offer. Many real estate investors (and even agents) overlook crucial terms, and these oversights can lead to costly regrets. Today’s guest is breaking down exactly what to include so your next real estate deal doesn’t come back to bite you. Welcome back to the Real Estate Rookie podcast! Laila Smith brings

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36:14

He Built a Thriving Business: Now He’s Trading It for...

Real Estate Rookie ·

2026/04/06

What if the life you dream of is just a few rental properties away? You don’t have to have it all figured out to start. Today’s guest knew close to nothing about real estate investing when he bought his first rental, but it was one of the best decisions he could have made for his future self! Welcome back to the Real Estate Rookie podcast! Justin Whitted has been cutting hair for over 20 years, and while he’s built a thriving small business in that time, the 55-hour workweeks are starting to

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24:52

How to Use Home Equity to Buy Your Next Rental...

Real Estate Rookie ·

2026/04/03

Don’t think you have the money to buy a rental property? Maybe you’re just looking in the wrong place! Today, we’re talking about different ways to invest in real estate using your existing home equity. Whether you’re buying your second, third, or fourth property, this simple strategy could help you build your real estate portfolio much faster!Welcome to another Rookie Reply! We’re back with three questions from the BiggerPockets Forums, the first of which is all about home equity lines of

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41:53

She Bought 3 Properties in 3 Years: Now She’s...

Real Estate Rookie ·

2026/04/01

Is now a good time to refinance your mortgage? If you bought a rental property in the last few years, you may be watching mortgage rates and waiting for the next best opportunity to refinance. But how does the process work, how much does it cost, and when should you pull the trigger? Today’s guest will tell you everything you need to know!Welcome back to the Real Estate Rookie podcast! Last time we spoke with Danielle Daly, she had just bought her very first rental property. Since then, she has

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47:33

Making $5,000/Month Cash Flow from One Rental...

Real Estate Rookie ·

2026/03/30

Want to retire with rentals so you can buy back your time and travel the world? Despite a successful 35-year engineering career, today’s guest was still financially dependent on her nine-to-five—until she pivoted to real estate investing. In just four years, she has bought four rental properties and left her W-2 job for good. How? Stay tuned and she’ll show you!Welcome back to the Real Estate Rookie podcast! When Sandy Lee’s 50th birthday arrived, she realized she wasn’t quite where she wanted

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19:21

The Best Types of Rental Properties for Beginners to...

Real Estate Rookie ·

2026/03/27

What’s the best type of rental property for a beginner to buy? This is one of the first decisions every rookie needs to make, but between single-family homes, multifamily properties, condos, townhomes, and others, the options can be overwhelming. But not to worry—in today’s episode, we point you in the right direction!Welcome to another Rookie Reply! Ashley and Tony are back with three recent questions from the BiggerPockets Forums. Imagine you’re hearing about real estate investing for the

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42:55

10+ Things to Inspect Before You Buy a Rental...

Real Estate Rookie ·

2026/03/25

How do you know if the property you’re buying is a cash-flowing investment or a money pit? Too many investors think they’re getting a great deal, so they rush the due diligence process, waive home inspections, and hastily close on properties without knowing what’s really lurking beneath the surface. Don’t let that be YOU!Welcome back to the Real Estate Rookie podcast! Ellie Ridge was walking properties, scaling rooftops, and exploring crawl spaces with her contractor father at an early age. Now

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46:40

8 Real Estate Deals in 2 Years While Working...

Real Estate Rookie ·

2026/03/23

How badly do you want to leave your nine-to-five job, retire early, or travel the world? For this mom of four, working until traditional retirement age was never an option. She’s already taken down eight real estate deals in just two years, which has allowed her husband to quit his W-2 job. And she’s next in line!Welcome back to the Real Estate Rookie podcast! Molly Shepard is a U.S. Army veteran, busy mom, and full-time loan officer, and yet she’s been able to carve out time to work on the one

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18:51

The “Boring” Rental Strategy That Could Retire You by...

Real Estate Rookie ·

2026/03/20

Do you dream of reaching financial independence (or retiring!) in the next 20 years? Whether you’re in your 20s, 30s, 40s, or 50s, it’s never too early or too late to buy rental properties. Today, we’re sharing a clear, 20-year roadmap that could give you a sizable real estate portfolio and more than enough cash flow to live on!Welcome to another Rookie Reply! Today’s first question comes from the BiggerPockets Forums, and it’s from an investor who’s been priced out of their own market. Where

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39:31

The Lazy Investor’s Guide to Real Estate Syndications...

Real Estate Rookie ·

2026/03/18

Do you want the benefits of investing in real estate without the hassle of being a landlord? There’s an investing strategy that could give you more passive income, access to much bigger deals, and diversification across multiple properties and markets: real estate syndications.Welcome back to the Real Estate Rookie podcast! Today, we’re talking all about syndications—how they work, how they make you money, and what goes on behind the scenes. You’ll learn about the two main roles in a syndication

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44:47

She Started Investing in Her 50s, Now She’ll Retire...

Real Estate Rookie ·

2026/03/16

Fear you’ll never invest in real estate because you’ve been dealt a bad hand? Today’s guest had a struggling business, a $70,000 tax lien, a pending divorce, and was on the brink of bankruptcy, but through hard work and persistence, she was able to completely flip her circumstances. Now, she owns a real estate portfolio of cash-flowing rentals, despite starting in her 50s!Welcome back to the Real Estate Rookie podcast! Beth Smart is the ultimate real estate success story. Despite juggling a

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28:22

How to Buy Rentals (Faster) with Real Estate-Related...

Real Estate Rookie ·

2026/03/13

Do you have ANY skills that could help fast-track your real estate investing journey? Many rookies do! Whether you’re good at finding deals, remodeling kitchens, or managing rental properties, there are several ways to use these in-demand skills to your advantage. In this episode, we’ll show you how!Welcome to another Rookie Reply! Ashley and Tony are back with three new questions from the BiggerPockets Forums. First, we hear from someone who wants to use their remodeling skills to grow their

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55:28

He Made $65,000/Month on His First Rental Arbitrage...

Real Estate Rookie ·

2026/03/11

What if your next tenant wasn’t a short-term guest or a Section 8 renter but the U.S. government? You’re about to hear about a real estate business that makes not hundreds or thousands, but millions in predictable rental income, and the best part is that it doesn’t require huge startup costs or a large portfolio!Welcome back to the Real Estate Rookie podcast! When Noble Crawford took time off work for a family medical emergency, he never expected to return and become the scapegoat for the

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37:57

From Homeless to Homeowner with a 7-Bedroom Rental...

Real Estate Rookie ·

2026/03/09

Feel like you’re still years away from investing in real estate? Maybe you’ve got shaky finances, or you think you need more education. Today’s guest was practically broke and sleeping in his truck while buying a seven-bedroom rental property with minimal money down! Welcome back to the Real Estate Rookie podcast! Isaac Mann was done paying rent. He wanted to start building equity in a home, but with little money to his name, inconsistent income, and no real place to live, he knew he would need

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718 results

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