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

Making $36,000 in 90 Days with No Real Estate Experience

September 8, 2025 • 35 mins
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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Cash Flow vs. Appreciation Markets: Which We’d Choose (Rookie Reply)

September 5, 2025 • 33 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: 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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2025 Investing Update: Mortgage Rates Fall, New Tax Laws Coming

September 3, 2025 • 41 mins
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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From $17.50/Hour to Buying 7-Figure Commercial Properties

September 1, 2025 • 48 mins
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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How to Fix Low Cash Flow and a "Slow" Agent (Rookie Reply)

August 29, 2025 • 29 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: 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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7 Steps to Replacing Your W2 Job with Rentals

August 27, 2025 • 46 mins
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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We Sold Our Home and Lived in an RV to Invest (It Worked!)

August 25, 2025 • 41 mins
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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I’ve Got $10K and No Job: How Do I Start Investing? (Rookie Reply)

August 22, 2025 • 33 mins
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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The Real “Cheat Code” for Financial Freedom (Not Rentals?)

August 20, 2025 • 42 mins
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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6 Rentals in 5 Years and Fast-Tracking Financial Freedom

August 18, 2025 • 40 mins
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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How to Beat Other Offers Without Bidding More (Rookie Reply)

August 15, 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: 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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11 Ways Real Estate Makes You Richer Than Stocks

August 13, 2025 • 43 mins
Feel like you’re working harder than ever but have little money to show for it? Maybe it’s time to stop over-relying on your nine-to-five and start building wealth with real estate. Today, we’re breaking down why this is arguably the best and fastest path to financial freedom—and you don’t need a six-figure income to start!   Welcome back to the Real Estate Rookie podcast! If you’ve ever wondered how real estate really stacks up ...
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Real Estate Rookie: Finding Your first deal is just the beginning

August 12, 2025 • 3 mins
The Real Estate Rookie podcast is where beginner investors come to learn, grow, and take action. Hosted by Ashley Kehr and Tony J. Robinson, each episode breaks down the exact steps new investors can take to find, fund, and manage their first few deals with confidence. Whether you’re still dreaming or already investing, this show will: Demystify real estate investing from the ground up Offer coaching-style advice from exper...
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From Single Mom (Working 3 Jobs!) to 5 Rentals in 2 Years

August 11, 2025 • 37 mins
Think you’ve missed your shot at real estate investing? Whether 25 or 55, you’re about to learn that it’s never too late to start. Today’s guest got started as a single mom in her 40s, and she’s already bought five rental properties in just two years. She’s not reinventing the wheel either—everything she’s doing, YOU can do, too!   Welcome back to the Real Estate Rookie podcast! Liz Connelly knew she wanted to invest in real esta...
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Don’t Get a Real Estate “Mentor” Until You Try This (Rookie Reply)

August 8, 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: How do you value extra bedrooms when comps just don't match? Is finding a mentor really essential? And should you get your real estate license, or is it just another distraction? Looking to invest? Need answers? Ask your q...
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Monthly Rentals: Make More Money with Less Hassle

August 6, 2025 • 39 mins
Tired of long-term rentals that barely break even or short-term rentals with constant turnover? There’s a sweet spot that you’re probably overlooking. These properties deliver more cash flow than your average 12-month lease and have lower maintenance and expenses than the average Airbnb. The best part? Unlike the saturated vacation rental industry, there’s still a gaping hole in the market for these properties—medium-term rentals! ...
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From a $35,000 Salary to Quitting with 11 Rentals

August 4, 2025 • 39 mins
Most people think money is the biggest barrier to buying rental properties—it’s not! Inaction is what keeps most rookies on the sidelines. Today’s guest was making $35,000 a year and had very little money saved, yet found a way to buy his first property. Since then, he has built an 11-property rental portfolio and walked away from his W2 job. If he can do it, you can, too!   Welcome back to the Real Estate Rookie podcast! With ju...
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High DTI (Debt-to-Income)? How to Still Buy Rentals (Rookie Reply)

August 1, 2025 • 26 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: Could a Property Manager Be Paid Based on Appreciation Instead of Revenue? How can I buy another property with high DTI and no income? Should you rent by the room if you have a family? Looking to invest? Need answers? Ask you...
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THIS Is Killing Your Real Estate Profits (Do This Instead!)

July 30, 2025 • 41 mins
Stuck with an underperforming property? You may be overlooking a crucial aspect of real estate investing that isn’t talked about nearly enough—design. Whether you’re flipping houses, BRRRR-ing (buy, rehab, rent, refinance, repeat), or running an Airbnb, design can make or break a deal. Want to potentially boost your revenue by thousands? Then you won’t want to miss this episode! Welcome back to the Real Estate Rookie podcast! To...
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How I’m Making “Passive” Income with 4 Rentals (Working 9-5!)

July 28, 2025 • 40 mins
Think you need to be a hands-on landlord, do your own renovations, or sacrifice time with family to invest in real estate? Think again! Today’s guest is making “passive” income and building long-term wealth with just four rentals—without swinging a hammer or fixing a single toilet. In this episode, he’ll share the secrets to a profitable real estate portfolio that virtually runs on autopilot!   Welcome back to the Real Estate Roo...
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