Real Estate Rookie
New to real estate investing and not sure where to start? Ashley Kehr and Tony J. Robinson break down the basics with real-world deal analysis, investor interviews and listener Q&A.
Episodes
August 17, 2026 • 46 mins
The first real estate deal is often the hardest. Like many rookie investors, today’s guest had always wanted to invest in real estate but didn’t have a ton of money to buy an investment property. But by getting creative, DIY’ing renovations, and forming strategic partnerships, he’s been able to not only get in the game but also snowball to 13 deals!
Welcome back to the Real Estate Rookie podcast! Jake McV...
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Mark as Played
August 14, 2026 • 27 mins
You're ready to start investing in real estate, but the next step can look very different depending on your situation. Every rookie’s story is unique, and today, we’re sharing our best advice for three different scenarios so you can get in the game—no matter your starting point!
Welcome back to another Rookie Reply! Today's questions come straight from the BiggerPockets Forums, and they're all about slowing dow...
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Mark as Played
August 12, 2026 • 43 mins
You’ve probably heard that you need a 20% down payment to buy a rental property. But for the average rookie, that’s just not a viable way to build a real estate portfolio. Thankfully, you don’t need 20%, 15%, or even 10% in many cases. Today, we’re sharing five ways rookies can work around this by putting just 5% down or less!
Welcome back to the Real Estate Rookie podcast! Today we’re sharing...
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Mark as Played
August 10, 2026 • 48 mins
Chris and Ksenia Kim had always wanted to own rental properties, but planning for a family and reaching a breaking point with work travel got them to finally take action. They started with a simple property that fell within their budget, but within a few months, it had turned into something much more: the catalyst for quitting their full-time jobs!
Welcome back to the Real Estate Rookie podcast! Chris and Ksenia were new parents...
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Mark as Played
August 7, 2026 • 21 mins
Once you've decided you want to invest in real estate, the questions only get harder. How do you choose a real estate market? How much will repairs really cost? Should you turn the house you already own into a rental property? We’ve all been there! Stay tuned and we’ll steer you in the right direction!
Welcome back to another Rookie Reply! Today's questions come straight from the BiggerPockets Forums. First, an ...
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Mark as Played
August 5, 2026 • 33 mins
There's a rental property out there with your name on it—the “sweet spot” property every rookie investor wants. It's the kind of deal that can give you cash flow, appreciation, and tax benefits and become the launching pad for your entire portfolio. In this episode, we’ll show you what these properties are and where to find them!
Welcome back to the Real Estate Rookie podcast! Today, we’re breaking ...
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Mark as Played
August 3, 2026 • 41 mins
You know what's best for you—that's the advice today's guest offers, and it's the exact mindset that took him from house hacking on a teacher's salary in his mid-20s to quitting his job with a four-property portfolio at 30. If you're still stuck answering to someone else, today's guest will show you that you don't have to!
Welcome back to the Real Estate Rookie podcast! Jake Handler took a bet on himself, from buying his f...
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Mark as Played
July 31, 2026 • 23 mins
Struggling to find your first (or next) real estate deal? What if we told you there are simple, rookie-friendly strategies that even seasoned investors overlook? Today, we’ll share some of them with you so you can take down a great deal in 2026!
Welcome back to another Rookie Reply! Today's questions come straight from the BiggerPockets Forums, and they're all about getting out of the research phase without rushing into a ...
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Mark as Played
July 29, 2026 • 40 mins
If you’re trading your time for a paycheck and depending on someone else for financial "security," real estate investing could be your way out, and the path to true financial freedom might be closer than you think. In this episode, we're showing you exactly how to replace your W-2 salary with rental cash flow in a decade or less!
Welcome back to the Real Estate Rookie podcast! Today, we’re giving you a proven formula...
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July 27, 2026 • 42 mins
Picture this: working two jobs, sleeping during your breaks, and still showing up every single day because you've already decided what your life looks like on the other side! That's exactly how today's guest turned a two-year grind into his very first real estate deal—and if he could unlock his dream life with just one property, you can too!
Welcome back to Real Estate Rookie! Today we're joined by Elijah Ray, who spent tw...
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Mark as Played
July 24, 2026 • 20 mins
You’ve read the books. You’ve listened to the podcasts. But you still don’t feel “ready” to invest in real estate. You’re not alone! This is one of the most common rookie struggles, and today, we’re showing you how to break free from analysis paralysis and finally get in the game!
Welcome to another Rookie Reply! We’re back with three questions from the BiggerPockets Forums that, t...
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Mark as Played
July 22, 2026 • 42 mins
One of the biggest mistakes new investors make is analyzing rental properties for the best-case scenario. Today’s guest does the opposite. He plans for the worst, and it’s the reason his deals consistently outperform others. In this episode, he’s sharing his secret for getting maximum cash flow with the least work possible!
Welcome back to the Real Estate Rookie podcast! Luke Frizzell went from owning a primary...
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Mark as Played
July 21, 2026 • 32 mins
People think you need a dozen rental properties to achieve financial freedom. You don’t. Buy the right property in the right location, and it may only take one. Just ask Hana and Easton Jones, whose tiny back unit pays their entire mortgage and then some—allowing Hana to quit her W-2 job and live out her dream of being a stay-at-home mom!
Welcome back to the Real Estate Rookie podcast! Hana and Easton were a couple of ...
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Mark as Played
July 17, 2026 • 15 mins
The housing market looks very different than it did just a year or two ago. Home prices are softening, rates have eased slightly from the highs of 2023 and 2024, and sellers are more willing to negotiate than they've been in years. But rookie investors still want to know: Is 2026 actually the right time to buy?
Welcome back to another Rookie Reply! Today we’re answering three pressing questions from the BiggerPockets Forum...
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Mark as Played
July 15, 2026 • 39 mins
When buying your first rental property, everyone gives you the same advice: play it safe, get a long-term tenant, and collect the rent. But that same house, run as an Airbnb, can often make two or three times the cash flow. So which investing strategy should you actually use for your first deal?
Welcome back to the Real Estate Rookie podcast! Today, we’re settling this debate once and for all: short-term rentals or long-te...
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Mark as Played
July 13, 2026 • 37 mins
Your first rental property rarely comes from sitting back and waiting. It usually comes when you put yourself out there, talk to others about what you're building, and stay in the game long enough for the right moment to show up. That’s exactly what today’s guest did, and it led to a wild deal that kickstarted her real estate portfolio!
Welcome back to the Real Estate Rookie podcast! Stephanie Wagner spent nearly 20 ...
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Mark as Played
July 10, 2026 • 20 mins
You've got very little savings, almost no credit history, and you want to buy a rental property. Most people would tell you to wait, but today, we’re giving you clear, actionable steps you can take toward getting that first property under contract!
Welcome back to another Rookie Reply! Today, we’re answering three questions that cover the anatomy of a first deal: where the money comes from, where the deal comes from,...
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Mark as Played
July 8, 2026 • 30 mins
Don’t want to wait until 65 to retire? With a combination of rental properties and some of the other investments we’re covering on today’s show, you may not have to. Whether you’re starting from zero or diligently building your nest egg, use these eight steps to build a diversified portfolio and reach financial freedom much faster!
Welcome back to the Real Estate Rookie podcast! Today Ashley and Ton...
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Mark as Played
July 6, 2026 • 38 mins
What if the one thing stopping you from buying your first rental property isn’t money, or connections, but the belief that it’s just not possible for someone like you? Today’s guest is proof that with the right game plan, real estate investing offers a path that can set anyone free, including YOU, from the nine-to-five grind!
Welcome back to the Real Estate Rookie podcast! Crystal Lloyd didn't have connections,...
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Mark as Played
July 3, 2026 • 25 mins
What if you could take the rental property you already own and make 2-3 times more? Whether you’re in the red, barely breaking even, or wanting more from your rentals, we’re showing you multiple ways to boost your cash flow!
Welcome back to another Rookie Reply! Today, we’re answering three questions from the BiggerPockets Forums that cover some of the most searched and most overlooked strategies in real estate...
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Mark as Played
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