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Real Estate Rookie

BiggerPockets
Real Estate Investing
Real Estate
Real Estate Investment
Short-Term Rentals
Rental Properties
House Hacking
Property Management
Cash Flow
Biggerpockets
Airbnb
Financial Freedom
Seller Financing
Investment Strategies
Financial Independence
Landlord Insurance
Networking
Investment Properties
Passive Income
Financing
Long-Term Rentals

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.

PublishesDailyEpisodes773Founded7 years ago
Number of ListenersCategories
InvestingBusinessEntrepreneurship

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Artwork for Real Estate Rookie

Latest Episodes

Every rookie thinks their first deal will go according to plan (it almost never does). Today, we’re bringing on a guest who had a long list of all the worst-case scenarios that happened to him, and still walked away winning (to the tune of $60,000!).... more

Don’t feel ready to buy your first rental property yet? Maybe you just need a better game plan. Today, we’re covering three different but common situations rookies find themselves in leading up to that first deal. Whether you need a few actionable fi... more

For years, rookies have heard the same bad news: starter homes are disappearing, and first-time buyers are getting older. But the newest data shows something very different, and we’re breaking down how these recent changes can help you buy your first... more

YouTube

What if the biggest obstacle to building wealth wasn't your income, your time, or even your circumstances, but simply believing it was possible for someone like you? Today’s guest made the decision that her past won’t be her children’s future. Real e... more

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Recent Guests

Caleb Smith
Real estate investor who transitioned from college projects to live-in flips and rental/housing strategies in Virginia
Independent real estate investor (Virginia)
Episode: He Made $60,000 in 2 Months with This “Failed” Real Estate Deal
Angela Wassom
Real estate investor who built 20 doors in 5 years across four states
Independent investor
Episode: 20 Rental Units with a Full-Time Job & 7 Kids: She Did It in 5 Years!
Jake McVey
Bolingbrook Realtor, flips operator, and real estate investor
Self-employed / Bolingbrook, Illinois brokerage
Episode: He Turned One Real Estate Deal Into 13 in Just 6 Years
Charlie Fimas
Listener asking best way to estimate repairs to make a property rent ready
Episode: What Most Rookies Get Wrong When Picking a Rental Market (Rookie Reply)
Jake Handler
Real estate investor and HOA management entrepreneur
NJ (New Jersey) real estate investor; HOA management company
Episode: Four Properties on a Teacher’s Salary by Buying Small, Affordable Homes
Elijah Ray
Property owner and house hacker who converted a Portland home into two units and lived in a backyard tiny house
Independent real estate investor
Episode: One Rental Property Saved Me From My 100-Hour Workweeks
Luke Frizzell
Investor focused on Residential Assisted Living; Navy SEAL veteran
RAL Room / Residential Assisted Living ventures
Episode: Making $3,000/Month Cash Flow (Per Property) with This Scalable Rental Strategy
Hana Jones
Homeowner, real estate investor, backyard guest house owner
Private individuals (the Jones family)
Episode: She Bought the Property No One Wanted. It Had a Hidden Income Stream ($3K+/Month).
Easton Jones
Homeowner, co-investor, and stay-at-home dad
Private individuals (the Jones family)
Episode: She Bought the Property No One Wanted. It Had a Hidden Income Stream ($3K+/Month).

Hosts

Ashley Kehr
Co-host with Tony J. Robinson; Host of Real Estate Rookie; affiliated with BiggerPockets network.
Tony J. Robinson
Co-host and primary host; Host of Real Estate Rookie; frequently covers rookie-focused strategies and interview formats.

Reviews

4.7 out of 5 stars from 3k ratings
  • Pronunciation

    Started listening last week. Decent information. Worth the time in the car. However, I physically cringe every time the word “especially” is mispronounced. Seems like at least once per episode. There is no x, c, or k in the word.

    Apple Podcasts
    3
    Pilot_JB
    United States19 days ago
  • One of my favorite podcast, these never get old!

    Podchaser
    5
    Taylor Cresswell
    2 months ago
  • Should be called Podcasting Rookie

    As others have stated, the information provided by you and your guests is excellent, however the listening experience is severely lacking. Learn good mic technique. Edit out your verbal mistakes. Google compression. Use it. If you have editors, fire them and hire some that know what they’re doing. There is a terrible juxtaposition of the professionalism showcased in what you say and the lack thereof in the audio quality.

    Apple Podcasts
    3
    Hayjoblowmcfly
    United States3 months ago
  • Happy listener

    Great podcast taught me so much. I’m 2 rentals in since listening

    Apple Podcasts
    5
    gcbjifes^><||.
    United States4 months ago
  • Excellent info, bad production

    As others have stated, the information provided by you and your guests is excellent, however the listening experience is severely lacking. Learn good mic technique. Edit out your verbal mistakes. Google compression. Use it. If you have editors, fire them and hire some that know what they’re doing. There is a terrible juxtaposition of the professionalism showcased in what you say and the lack thereof in the audio quality.

    Apple Podcasts
    3
    Hayjoblowmcfly
    United States4 months ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Listeners appreciate practical, beginner-friendly guidance and real-world deal breakdowns.
Audio quality and production have been a recurrent point of feedback; improvements are often requested.
Guest mix and actionable tactics receive strong praise, especially for rookies seeking step-by-step paths.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#56
United States/Business/Investing
Apple Podcasts
#206
United States/Business
Apple Podcasts
#128
Israel/Business/Investing
Apple Podcasts
#177
Finland/Business/Investing
Apple Podcasts
#195
South Korea/Business/Investing
Apple Podcasts
#215
Mexico/Business/Investing

Talking Points

Recent interactions between the hosts and their guests.

He Made $60,000 in 2 Months with This “Failed” Real Estate Deal
Q: Well, Caleb, thank you so much for joining us today. Where can people reach out to you and find out more information about your journey?
Caleb directs people to his Instagram, CalebSmithRE, where he shares updates and insights, and notes he also works as a real estate agent in Northern Virginia, DC, and Maryland, welcoming inquiries about Rambler houses in Western Loudoun.
He Made $60,000 in 2 Months with This “Failed” Real Estate Deal
Q: Caleb, can you define live-and-flip for rookies that aren't familiar with that phrase?
Live-and-flip is like a normal flip, except you buy under market value, renovate to increase value, live in it temporarily, and then sell within a short-to-mid term window to capture appreciation while avoiding long-term capital gains, using strategic timing and financing to stay under pressure.
He Made $60,000 in 2 Months with This “Failed” Real Estate Deal
Q: Now Caleb, one thing you had mentioned was you always want your buyers that you are representing to get an inspection. So did you get an inspection on this house too?
Yes. I did a well inspection, a septic inspection, and a full home inspection. The process revealed issues like the chimney problem and a kitchen that needed a full rebuild, which forced a renegotiation and ultimately a lower purchase price plus seller credits.
20 Rental Units with a Full-Time Job & 7 Kids: She Did It in 5 Years!
Q: What financing tools does she use to scale without using all her own cash?
Angela uses HELOCs on primary and investment properties to fund new deals, leverages equity with favorable terms, and uses DSCR-type loans under LLCs for acquisitions, while keeping payments manageable and cash flow positive.
20 Rental Units with a Full-Time Job & 7 Kids: She Did It in 5 Years!
Q: How did she approach buying properties from distance and in/out-of-state markets?
She educated herself aggressively, used market data like population and rent-to-price ratios, spoke with property managers, and relied on investor-friendly realtors; she also learned to choose markets like Ohio for growth and Indiana for cash flow, while using property managers to bridge the distance.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
Gender Skew
Location
Interests
Professions
Age Range
Household Income
Social Media Reach

Frequently Asked Questions About Real Estate Rookie

What is Real Estate Rookie about and what kind of topics does it cover?

This show targets new and aspiring real estate investors by breaking down fundamentals with practical, real-world deal analysis and host-led Q&A. Episodes mix beginner-friendly strategies (house hacking, seller financing, DSCR loans) with interviews and listener questions, often featuring hands-on examples and actionable steps. A standout aspect is the practical, survivable approach to getting started without massive upfront capital, plus recurring emphasis on building knowledge, systems, and a bias toward conservative underwriting. The format tends to blend personal experience from the hosts with guest stories that illustrate scalable paths into real estate, making it useful for listeners seeking motivation, structure, and realistic paths ... more

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Which podcasts are similar to Real Estate Rookie?

These podcasts share a similar audience with Real Estate Rookie:

1. BiggerPockets Real Estate Podcast
2. On The Market
3. Real Estate Investing with Coach Carson
4. The David Greene Show
5. Rental Income Podcast With Dan Lane

How many episodes of Real Estate Rookie are there?

Real Estate Rookie launched 7 years ago and published 773 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Real Estate Rookie?

Recent guests on Real Estate Rookie include:

1. Caleb Smith
2. Angela Wassom
3. Jake McVey
4. Charlie Fimas
5. Jake Handler
6. Elijah Ray
7. Luke Frizzell
8. Hana Jones

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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