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

April 3, 2026 24 mins
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 BiggerPock...
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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...
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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 50...
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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 F...
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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 ex...
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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 o...
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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’...
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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 behi...
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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 Sma...
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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 ...
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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...
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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, in...
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Is 2026 quietly shaping up to be a great time to buy a rental property? Following a sluggish year for home sales, the housing market could become “unstuck” in 2026, giving you a clear window to buy—IF you adjust your investing strategy accordingly!   Welcome to another Rookie Reply! Today’s first question comes straight from the BiggerPockets Forums, and it’s all about closing day. What do you need to know once you get a property...
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Many rookies are freaked out by the thought of tackling rental renovations and things going south. But what if there were ways to lower your risk, save money, and almost guarantee success? Today’s guest graduated from “chaotic” rehabs to better, cheaper, faster house flips—all because she implemented the tools and tips you’re about to learn! Welcome back to the Real Estate Rookie podcast! Today, Serena Norris is a master house f...
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Think building a portfolio or “retiring” with real estate is too far out of reach? Just eight years ago, today’s guest was graduating from college and starting a full-time job. Now, he makes six-figure cash flow and has ditched his W-2 job before the age of 30—all thanks to an investing strategy that allows you to build wealth without tenants or toilets: self-storage. Welcome back to the Real Estate Rookie podcast! At just 23 ye...
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Want to finally buy a rental property in 2026? You’ve listened to the podcast. You’ve read the books. But what’s the best way to actually start? Today, we’re pulling back the curtain and sharing a beginner-friendly strategy that gives you a bit of everything—cash flow, appreciation, loan paydown, AND tax benefits! Welcome to another Rookie Reply! We’re back with more questions from the BiggerPockets Forums. First, we’ll hear fro...
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Still stuck on step one in your investing journey? There are countless success stories from investors who started five, 10, or 20 years ago. But getting started in 2026 is a different ballgame. Not to worry—we’re sharing exactly how we’d approach real estate investing if we were starting over today! Welcome back to the Real Estate Rookie podcast! Today, Ashley and Tony own dozens of rentals, but not long ago, they were rookies, ...
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Think you need a trust fund, seed money, or a rich uncle to invest in real estate? You don’t! With just 10 years of simple, “boring” investing, rental properties could completely alter your life’s trajectory. Today’s guest started from zero but now owns a small real estate portfolio that brings in over $2,500 in monthly cash flow! Welcome back to the Real Estate Rookie podcast! Kadeem Kamal didn’t come from money—quite the oppos...
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Should you use your home equity to buy a rental property? Whether it’s your primary residence or another investment property, this strategy could help you scale faster. But between a cash-out refinance, a home equity line of credit (HELOC), or a different method entirely, what’s the best way to tap into your funds?   Welcome to another Rookie Reply! Today, Ashley and Tony are answering more questions from the BiggerPockets Forums...
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Want to buy your first rental property in 2026? You’ve come to the right place! Whether you dream of becoming a “small and mighty” investor or building a large real estate portfolio, buying that first property is often the biggest hurdle. But today, we’re going to show you how to do just that, step by step! Welcome back to the Real Estate Rookie podcast! Real estate investing might seem daunting, but in this episode, Ashley and ...
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