Real Estate Rookie

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

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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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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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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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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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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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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Think you need a big bank account or extensive investing knowledge to buy a rental property? Today’s guest got started with no money down, and this first real estate deal would open the door to multiple deals and six-figure profits. How did he pull it all off? You’re about to find out!   Welcome back to the Real Estate Rookie podcast! Tony Borman hit it out of the park on his first two deals. After buying his first property with ...
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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: Getting a HELOC on a Rental Property with a Mortgage What should you do once you win a property from a tax lien auction How Much Time Do You Actually Spend on Real Estate Investing, and What’s a Realistic First-Year Goal? Lo...
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Does flipping houses still work in 2025? Yes! Despite high interest rates, inflated material costs, and the recent shift towards a buyer’s market, this is still one of the most profitable investing strategies. Today, we’ve brought on a pair of seasoned flippers to break down the current market and what rookies need to know ahead of their first or next flip!   Welcome back to the Real Estate Rookie podcast! In this episode, we’re ...
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What happens when you leave your career to pursue real estate investing? Once dead set on becoming a country music star, today’s guest was forced to rethink her future when the world came to a screeching halt. Thankfully, real estate was the exact pivot her young family needed, allowing her to make a huge profit on her very first real estate deal!   Welcome back to the Real Estate Rookie podcast! For three years, Tori Tyler had w...
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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: My Property Manager Pushes Back on Bids—How Should I Handle It? BRRRR in Detroit or STR in Tampa—Which Path Builds Faster? First Rental Listed—When Should I Lower Rent? Looking to invest? Need answers? Ask your question here!...
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Is 2025 the perfect time to get into real estate investing? With falling mortgage rates, favorable tax laws, and shifting real estate markets across the US, there are all kinds of opportunities for rookie investors, and in this episode, we’ll show you how to make your first or next move!   Welcome back to the Real Estate Rookie podcast! The housing market is shifting fast, and today, we’re providing you with an all-in-one investi...
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Think you need a high-paying job or a large savings account to break into real estate investing? You don’t! Today’s guest was delivering groceries for Instacart and mounting TVs for Geek Squad shortly before landing multiple seven-figure real estate deals, and in this episode, he’ll show YOU how to do the same—no matter your starting point!   Welcome back to the Real Estate Rookie podcast! Tired of working dead-end jobs and strug...
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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: My Agent Won’t Move Fast Enough—What Do I Do? Starting a Wholesaling Business in College—Is It Too Much? My $4M Portfolio Isn’t Cash Flowing Like It Should—Now What? Looking to invest? Need answers? Ask your question here! ...
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Do you wish you could quit your job—for good? With enough rental income, you could! The very first step is to calculate your financial freedom number, and in today’s episode, we’ll show you how to do just that. Then, we’ll give you a step-by-step roadmap for reaching it!   Welcome back to the Real Estate Rookie podcast! Whether you’re eager to hand in your two-week notice or dream of retiring with real estate, Tony and Ashley pro...
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Real estate investing isn’t always pretty. Today’s guests had to make some serious sacrifices to buy their first investment property—living out of an RV, with a newborn, in the middle of winter. This bold move not only made them $180,000 on their first deal but also helped them snowball to five properties!   Welcome back to the Real Estate Rookie podcast! Nichole and AJ Frandanisa sold their house to start investing in real estat...
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Welcome to another Rookie Reply, where HOST and HOST answer questions from the BiggerPockets Forums and Real Estate Rookie Facebook group. This time, we’re covering questions like: How do you break free from analysis paralysis and finally start your real estate journey? Buy-and-hold vs. flipping: Which strategy is best for rookies looking for reliable wealth? Should you cash out half a million dollars from a property to sca...
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Rentals can give you financial freedom, but what if there’s a better way? Today’s guest took a much different path, buying a business that gave him immediate cash flow. Now, he’s building serious wealth through both business and real estate, and his strategy might just be the shortcut you’ve been looking for!   Welcome back to the Real Estate Rookie podcast! Rather than putting money down on a rental property, Tim Delaney bought ...
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Would you trade your wedding for a rental property? What if it allowed you to retire years ahead of schedule? Today’s guest saw the bigger picture, and in this episode, he’ll share how small sacrifices can yield a massive return!   Welcome back to the Real Estate Rookie podcast! Rather than having the large, traditional wedding that most couples dream of, Dean Pinhas and his wife turned their wedding fund into the down payment fo...
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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: What are the different ways you can structure an offer on a property? Should you use an attorney for an eviction or do the process yourself? Should I pick my W2 job to align with my real estate goals? Looking to invest? Need ...
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