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
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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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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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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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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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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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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July 25, 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:
Should you house hack in a high-cost-of-living area, or invest remotely to start your real estate journey?
What exit strategies make sense when your flip project starts to drain your resources?
Are DSCR loans a good option for first-time investor...
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July 23, 2025 • 38 mins
Wish you could get more income out of your rental property? Then we’ve got the perfect investing strategy for you in today’s episode. It gives you another income stream, instantly increases your property’s value, and according to today’s expert, it’s even easier than making renovations. We’re talking about ADUs (accessory dwelling units) and their detached counterparts, DADUs!
Welcome back to the Real Estate Rookie podcast! Lek...
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July 21, 2025 • 45 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 • 23 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 • 39 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
Join BiggerPockets for FREE
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Find an Investor-Friendly Agent in Your Area
Find Investor-Friendly Lenders
Property Manager Finder
Connect with Ashley
Connect with Tony
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July 14, 2025 • 38 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 • 30 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 • 48 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 • 38 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 • 30 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 • 44 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 • 37 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 • 29 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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