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 -- or envisioning a more modest portfolio? Step right up. Every Monday, Wednesday and Friday, we’ll arm you with the tips, tools, and roadmaps you'll need as you embark on your journey toward financial freedom.
Episodes
October 31, 2025 • 34 mins
Welcome to another Rookie Reply, where Ashley Kehr and Tony J. Robinson answer questions from the BiggerPockets Forums and Real Estate Rookie Facebook group.
This time, we’re covering questions like:
How do you actually begin investing if you’ve been stuck on the sidelines?
Are you paying too much for your contractor’s bids—and what should you do if you are?
And how do you lock down a high-cash-flow opportunity without over...
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October 29, 2025 • 50 mins
Have you seen the headlines lately? If so, you might be tempted to pump the brakes on real estate investing and wait for the economy to pick up. But you could be missing out on huge wealth-building opportunities we haven’t seen in years. Today, we’re sharing how YOU can gain an edge in this housing market!
Welcome back to the Real Estate Rookie podcast! By this point, you’ve probably heard it all: the market has slowed. The econ...
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October 27, 2025 • 47 mins
New investors are often told to avoid pricey markets and buy rental properties in more affordable areas, but today’s guest did the exact opposite. Now, he owns three duplexes that bring in $9,000 in monthly cash flow and was able to quit his corporate job much sooner than would have been possible otherwise. With his investing roadmap, you could, too!
Welcome back to the Real Estate Rookie podcast! James Kitt couldn’t see himself...
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October 24, 2025 • 28 mins
Welcome to another Rookie Reply, where Tony J Robinson and Ashley Kehr answer questions from the BiggerPockets Forums and Real Estate Rookie Facebook group.
This time, we’re covering questions like:
How to handle banking and bookkeeping for your rentals
What if you can't find a deal?
Should I buy this deal? with income and expense breakdown
Looking to invest? Need answers? Ask your question here!
Check out more re...
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October 22, 2025 • 37 mins
Does real estate investing feel like more work than it’s worth? It doesn’t have to! Today’s guest would hustle from sunrise to sundown until she had an epiphany that transformed her approach to real estate. If you want a rental portfolio that gives you financial freedom, time flexibility, and a “job” that beats your nine-to-five, she’s going to show you how!
Welcome back to the Real Estate Rookie podcast! Leka Devatha had what m...
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October 20, 2025 • 44 mins
Do you dream of financial freedom, but aren’t sure how to reach it? Ashlee Perry was in a similar boat, but in just one year of real estate investing, she has been able to turn her home into a money-making machine and buy a rental property with low money down—bringing her one step closer to her ultimate goal!
Welcome back to the Real Estate Rookie podcast! Ashlee had always wanted to reach financial freedom, but it wasn’t until ...
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October 17, 2025 • 38 mins
Welcome to another Rookie Reply, where Ashley Kehr and Tony J. Robinson answer questions from the BiggerPockets Forums and Real Estate Rookie Facebook group.
This time, we’re covering questions like:
How to make your offers more competitive
When does long distance investing actually make sense?
Partnership best practices for reducing friction and increasing cash flow!
Looking to invest? Need answers? Ask your question h...
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October 15, 2025 • 65 mins
Planning to self-manage your rental properties? There’s much more to it than just collecting rent checks! Even as a do-it-yourself (DIY) landlord, you’ll need help, so we’ve assembled a list of 10 must-have tools that will not only improve your property’s performance but also save you a ton of time and money!
Welcome back to the Real Estate Rookie podcast! In this episode, Ashley and Tony are sharing some of their favorite tips,...
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October 13, 2025 • 39 mins
If real estate investing feels out of reach—like something people with money do—this episode might just change that. Today’s guest was sleeping in his car, had maxed out his credit cards, and barely spoke English, yet was able to build a real estate portfolio that brings in over $4,000 in monthly cash flow!
Welcome back to the Real Estate Rookie podcast! Sebastian Rodriguez moved to the US without a job, money, or connections in...
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October 10, 2025 • 21 mins
Welcome to another Rookie Reply, where Tony J Robinson and Ashley Kehr answer questions from the BiggerPockets Forums and Real Estate Rookie Facebook group.
This time, we’re covering questions like:
House hacking with a friend, can you legally do this?
How to handle one tenant wanting another tenant off the lease
An airbnb host changed the listing after people already booked!
Looking to invest? Need answers? As...
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October 8, 2025 • 38 mins
Most rookies think you need a mountain of cash to buy a rental property, but the truth is that the financing strategy you choose matters much more than the size of your bank account.
Today, we’re breaking down five of the best (and sometimes overlooked) ways to get your hands on the money you need to close—from low-money-down bank loans to options that let you bypass the bank altogether!
Welcome back to the Real Estate Rookie...
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October 6, 2025 • 43 mins
There are dozens of ways to make money in real estate—including some tactics that are currently flying under the radar and quietly making smart investors a ton of money in 2025. The best part? Many of them are easier to implement than you probably think, and in this episode, we’ll show you exactly what’s working in today’s market!
Welcome back to the Real Estate Rookie podcast! Today, Ashley and Tony are breaking down four of th...
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October 3, 2025 • 32 mins
Welcome to another Rookie Reply, where Ashely Kehr and Tony J. Robinson answer questions from the BiggerPockets Forums and Real Estate Rookie Facebook group.
This time, we’re covering questions like:
A more beginner-friendly BRRRR method for those without six figures
Strategies to lower your premiums so your insurance bills stay reasonable
The “lazy” method experts use to increase rents
Looking to invest? Need answers?...
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October 1, 2025 • 30 mins
Brittany Arnason bought her first rental property in a small town while making $10/hour as a waitress. She was doing everything herself—working a job by day, renovating houses at night, managing tenants in between, sleeping in her van for a few hours, and repeating. The “freedom” that real estate investing was supposed to give her wasn’t there until she stepped back and decided to scale a different way. Now, a decade later, she’s a...
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September 29, 2025 • 46 mins
Think you need to buy a dozen rental properties just to break free from your nine-to-five job? Today’s guest proves that you might only need a couple. In just two years, he’s built a two-property portfolio that brings in serious cash flow and has helped him ditch the corporate grind for good. And in this episode, he’ll show you how to do the same!
Welcome back to the Real Estate Rookie podcast! Dylan Pettijohn was still hustlin...
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September 26, 2025 • 27 mins
Welcome to another Rookie Reply, where Tony J Robinson and Ashley Kehr answer questions from the BiggerPockets Forums and Real Estate Rookie Facebook group.
This time, we’re covering questions like:
Would you rather have one property paid off worth 500k or maybe 600k in 5 leveraged properties?
Is House Hacking Still Viable Without Renting by the Room?
Which Is Harder: Finding Deals or Getting Financing?
Looking to inv...
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September 24, 2025 • 32 mins
Ever wondered why some people make millions from real estate investing while others barely break even? There are seven things that successful investors do differently, and they could mean the difference between just scraping by and building real, life-changing wealth. What are they? Stay tuned to find out!
Welcome back to the Real Estate Rookie podcast! In this episode, we’re unpacking the seven “golden rules” of real estate in...
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September 22, 2025 • 40 mins
Many rookies get into real estate investing to pursue financial independence, and going from single-family to multifamily investing can be a cheat code for reaching your financial goals even faster. Today’s guest had a goal of 50 rental units that she was able to achieve in just four years, and in this episode, she shares how she built her real estate portfolio so quickly!
Welcome back to the Real Estate Rookie podcast! Today, ...
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September 19, 2025 • 32 mins
Welcome to another Rookie Reply, where Ashley Kehr and Tony J. Robinson answer questions from the BiggerPockets Forums and Real Estate Rookie Facebook group.
This time, we’re covering questions like:
How to access your home’s real equity before you hit the one-year mark…
What to do when your short-term rental flops and mid-term sounds promising…
And how to structure a seller financing deal when you’re brand new and the agen...
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September 17, 2025 • 36 mins
The One Big Beautiful Bill has passed, and it could put thousands of dollars back in your pocket. In this episode, we’re breaking down how this powerful piece of legislation could help lower your tax bill and supercharge your returns, whether you’re relatively new to real estate investing or actively scaling your portfolio!
Welcome back to the Real Estate Rookie podcast! Today, we’re joined by Amanda Han and Matt MacFarland fro...
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