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

November 21, 2025 23 mins
This is supposed to be a good time to buy a rental property, right? People keep saying we’re in a “buyer’s market,” and that you have more negotiating power than usual. But how do you find these deals in the first place? If you’re tired of spinning your wheels, we’ve got several strategies, tips, and tricks that will help you find GREAT real estate deals faster! Welcome to another Rookie Reply! Ashley and Tony are answering more...
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Hesitant to buy a rental property? Many rookies think they need more money, experience, or even “perfect timing,” but waiting for these things could just be holding you back from building wealth with real estate. If you’re on the fence about investing, or if you need an extra nudge to get off the sidelines, this is the episode for you! Welcome back to the Real Estate Rookie podcast! Today, Ashley and Tony are sharing four cle...
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Rookies are often told to stick to one investing strategy, but today’s guest is going against the grain by combining the long-term appreciation of rental properties and the passive income of private money lending. Want to build a diversified real estate portfolio that can weather any kind of market shift or job loss? He has the blueprint! Welcome back to the Real Estate Rookie podcast! Shalom Yusufov’s first real estate deal wasn’...
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You’re seeing houses sit on the market for longer. Now could be your chance to snag an underpriced rental property. But your agent doesn’t know if lowballing is the best move. Should you take advantage of this frozen housing market and go for a steep price cut, or get on the seller’s side with a slightly lower offer? Ashley is feeling aggressive. And in this episode, she’s about to tell you why. We’re back with another Rookie Rep...
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Think you’ve just stumbled on the perfect real estate deal? Not so fast! The truth is that some rental properties may look good on paper but are actually much more trouble than they’re worth. Today, we’re going to show you seven warning signs to look out for before closing on your next property! Welcome back to the Real Estate Rookie podcast! In this episode, Ashley and Tony are breaking down seven of the most common (and costly...
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Don’t think you have enough time, money, or energy to invest in real estate? Living in an expensive and highly competitive market, today’s guest had every reason not to invest, yet has been able to build her own rental portfolio in just a few years—all while working a normal W-2 job. If she can do it, YOU can, too! Welcome back to the Real Estate Rookie podcast! Esther Simeone was stuck in a pricey market, and after submitting o...
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If you ever plan on selling a rental property (which you probably should), listen to this Rookie Reply. Halloween is over, but we’ve got two real estate investing stories that would make any investor’s skin crawl. First, a buyer is delaying closing longer and longer, coming up with excuses, lying to the seller, and wants more time. But…they’re your only offer, and it’s getting close to the winter slow season. What do you do? ...
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Buying rentals isn’t the only way to build wealth with real estate—far from it. Today’s guest is making huge returns without fixing toilets or evicting tenants. If you want a more passive way to invest that won’t drain your time or energy, this episode is for you. Stay tuned to hear all about private money lending and how to get started with less money than you probably think! Welcome back to the Real Estate Rookie podcast! Toda...
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Real estate investing isn’t always pretty. Just ask today’s guest, who quit his W-2 job to focus on real estate full-time and took down 10 deals in just one year, only for common rookie mistakes to derail his investments. If you want to know exactly what to do (and what not to do) when starting out, you won’t want to miss this episode! Welcome back to the Real Estate Rookie podcast! After a “home run” first deal, rookie investor...
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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 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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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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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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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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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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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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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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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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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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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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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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