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
July 21, 2025 • 49 mins
Tired of working inflexible jobs or living paycheck to paycheck? Elizabeth Esplin’s back was against the wall when she made an all-in bet on real estate investing. Once living off food stamps, Elizabeth and her husband have been able to leave their W2 jobs and are firmly on track to achieve financial freedom—all thanks to the power of real estate!
Welcome back to the Real Estate Rookie podcast! Elizabeth was caring for a toddle...
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July 18, 2025 • 27 mins
Welcome to another Rookie Reply, where Ashley and Tony answer questions from the BiggerPockets Forums and Real Estate Rookie Facebook group.
This time, we’re covering questions like:
Should I Subdivide, Build Single-Family, or Hold Out for Multifamily?
Should I Invest in STRs I Can Use or Stick to Long-Term Rentals?
Should I Cash Out My 401(k) to Buy My First Property?
Looking to invest? Need answers? Ask your question...
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July 16, 2025 • 43 mins
Looking to buy a rental property in the next 12 months or so? The housing market is shifting fast, and today’s guest has some major insights on what’s changing in the lending space. Whether you’re actively trying to find the right loan or holding out for lower mortgage rates, you won’t want to miss this episode!
Welcome back to the Real Estate Rookie podcast! Today, we’re joined by mortgage expert Jeff Welgan for a masterclass o...
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July 15, 2025 • 24 mins
Links Mentioned in the Episode
Episode Show Notes
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Find Investor-Friendly Lenders
Property Manager Finder
Connect with Ashley
Connect with Tony
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July 14, 2025 • 42 mins
You can still get rich buying “boring” rental properties. Today’s guest pockets $6,800 in pure cash flow every month and is building an enormous amount of equity in four small multifamily rentals, and he’s not doing anything YOU can’t do. You don’t need a ton of money or even the flashiest investing strategy—you just need to get started and play the long game!
Welcome back to the Real Estate Rookie podcast! Ryan Allsop hated pay...
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July 11, 2025 • 34 mins
Welcome to another Rookie Reply, where Ashley and Tony answer questions from the BiggerPockets Forums and Real Estate Rookie Facebook group.
This time, we’re covering questions like:
How to approach house hacking when high listing prices and rents don't align?
Should you delay refinancing a BRRRR due to high interest rates?
What's the best strategy when your tenant wants to break their lease early during winter?
Lo...
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July 9, 2025 • 52 mins
Buying a regular rental property can provide steady, predictable income, but if you're looking for something more lucrative, we’ve got the perfect strategy for you. Today’s guest used it to build a real estate business that brings in $800,000 in annual revenue. The best part? It requires less money than you might think. Tune in to hear how he did it—and how YOU can, too!
Welcome back to the Real Estate Rookie podcast! Ahead of ...
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July 7, 2025 • 42 mins
Could rental properties be your ticket to financial freedom? When today’s guest realized his “secure” corporate job wasn’t quite as secure as he thought, he plunged head-first into real estate investing and hasn’t looked back. In just three years, he’s built a real estate portfolio of several no-money-down rentals. Want to repeat his success? Then stay tuned!
Welcome back to the Real Estate Rookie podcast! When Joe Pozzuoli’s h...
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July 4, 2025 • 34 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:
Who should provide and maintain appliances in your rental
What steps should you take when purchasing a tenant occupied property
How to build a team for your short term rental
Looking to invest? Need answers? Ask your question h...
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July 2, 2025 • 48 mins
Why buy an old, worn-down rental property when you can build something that’s highly profitable, low-maintenance, and tailor-made for today’s tenants? If you’re tired of the constant upkeep and costly repairs that come with regular rentals, stay tuned for an investing strategy that could be your shortcut to financial freedom—build-to-rent!
Welcome back to the Real Estate Rookie podcast! Chad Carson is perhaps best known for his...
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June 30, 2025 • 41 mins
Think you need a dozen rental properties to create generational wealth or retire with real estate? Today’s guest is proof that less is often more, especially if you’re not in a rush to scale your portfolio and aren’t afraid to get your hands dirty. Want his personal playbook? Then don’t go anywhere!
Welcome back to the Real Estate Rookie podcast! Matthew Morneault didn’t consider himself a real estate investor when he bought hi...
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June 27, 2025 • 33 mins
Welcome to another Rookie Reply, where Ashley and Tony answer questions from the BiggerPockets Forums and Real Estate Rookie Facebook group.
This time, we’re covering questions like:
Is 61 too late to start investing, and what's the best strategy to build wealth fast?
Can a rookie realistically fund a high-value first flip in Miami?
Should a young, high-income couple cash out or invest out-of-state due to tough local market con...
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June 25, 2025 • 53 mins
Tired of rentals that give you little or no cash flow? Burned out from managing multiple properties across different markets? For the entrepreneur who wants to make bigger strides toward financial freedom, today’s guest will share an investing strategy with higher upside—a scalable real estate business that gives you many income streams under one roof: hotel investments!
Welcome back to the Real Estate Rookie podcast! Like many...
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June 23, 2025 • 45 mins
If you lost your job today, what’s your plan B? Just eight months ago, today’s guest was laid off from his W2—newly married and with a baby on the way! Thankfully, he was able to quickly pivot to real estate investing and turn a passion into a career. Whether you’re looking to escape the nine-to-five grind or create a better safety net, we’ve got the perfect game plan for you!
Welcome back to the Real Estate Rookie podcast! For...
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June 20, 2025 • 34 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 fund your first real estate deal?
Do you need a real estate license to invest?
What is cap rate and why does it matter?
Check out more resources from this show on BiggerPockets.com...
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June 18, 2025 • 47 mins
Inventory is up. Home prices are slipping. The housing market is shifting fast. There’s a lot of noise out there—but what does it all mean for rookie investors? Whether you’re looking for your first, second, or fifth rental property, today’s conversation will help you make sense of the latest real estate data and gain a serious edge in 2025!
Welcome back to the Real Estate Rookie podcast! With more homes being listed for sale a...
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June 17, 2025 • 33 mins
Welcome to another Rookie Reply, where Ashley and Tony answer questions from the BiggerPockets Forums and Real Estate Rookie Facebook group.
This time, we’re covering questions like:
What to do when your property taxes skyrocket and threaten your cash flow.
How to handle guest refund requests and negative reviews in short-term rentals.
Resolving title issues after paying back a co-owner.
Looking to invest? Need answers? Ask ...
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June 16, 2025 • 47 mins
Struggling to tell a cash cow from a money pit? Is the thought of a critical misstep keeping you from deal analysis altogether? Not anymore! We’re going to show you exactly how to analyze a rental property from scratch. Whether you’re looking to buy your first rental property or sharpen your skills, you won’t want to miss this episode!
Welcome back to the Real Estate Rookie podcast! Today, Ashley and Tony are breaking down the e...
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June 11, 2025 • 46 mins
One messy, imperfect, low-cash-flow rental property could change your life forever, but maybe not in the way you’d think. No one retires off ONE property, but that first property can provide the education, mindset, and momentum to fuel your second, third, and fourth deals. Today, we’re breaking down our first real estate deals—the ups, the downs, and mistakes we made that YOU should avoid!
Welcome back to the Real Estate Rookie...
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June 10, 2025 • 21 mins
He had no money, no experience, and no idea how to renovate a house... but he still pulled off two real estate deals by 22.
Welcome back to the Real Estate Rookie podcast! Today’s guest, Steele Evangelisti, shares how he went from a 16-year-old stock dabbler to a full-time W2 employee buying a duplex right out of college. With just a 5% down conventional loan, $3K in seller assist, and pure hustle, Steele pulled off a house hack...
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