115 episodes

How much Money does it take to get started in a specific real estate investing niche? How much and what kind of Knowledge does it take? How much Time does it take once you're up and running? And how Location dependent is it? Tune in each week to follow our journey and learn as we interview successful investors and entrepreneurs who have achieved or are well on their way to achieving financial and location independence, with a special focus the Time, Money, Knowledge and Location dependence of their chosen investment niche.

Road to Family Freedom Neil and Brittany Henderson

    • Business
    • 5.0 • 28 Ratings

How much Money does it take to get started in a specific real estate investing niche? How much and what kind of Knowledge does it take? How much Time does it take once you're up and running? And how Location dependent is it? Tune in each week to follow our journey and learn as we interview successful investors and entrepreneurs who have achieved or are well on their way to achieving financial and location independence, with a special focus the Time, Money, Knowledge and Location dependence of their chosen investment niche.

    Why Invest in Self-Storage? And Why Now?

    Why Invest in Self-Storage? And Why Now?

    In the second part of our conversation with Clint Harris, we talk about how and why we are investing in self-storage. Clint is a successful active investor in short-term rentals, but he is transitioning into investing in self-storage. We talk about why he has made that shift, as well as the strengths of our partners at Nomad Capital.
    In This Episode We Cover:
    The Importance of Diversification into Passive Investing Assets
    The Similarities of the Technologic Shifts that are Happening in Self-Storage and Short-Term Rentals
    Who is Consuming Self-Storage Right Now?
    The Opportunities that the Decline in Big-Box Retail Presents for Self-Storage
    And much more!
    Schedule a Call with Us to Talk About Self-Storage
    http://www.roadtofamilyfreedom.com/selfstoragecall/ (Schedule a Call Here)
    Books and Resources Mentioned:
    The Road to Family Freedom: https://www.roadtofamilyfreedom.com/ (roadtofamilyfreedom.com)
    Follow Us:
    https://www.facebook.com/roadtofamilyfreedom/ (facebook.com/roadtofamilyfreedom/)
    https://www.instagram.com/roadtofamilyfreedom/?hl=en (instagram.com/roadtofamilyfreedom/)
    https://twitter.com/r2familyfreedom (twitter.com/r2familyfreedom)
    Other Stuff:
    If you enjoy the podcast, would you please consider leaving a short review on Apple Podcasts/iTunes? It takes less than 60 seconds, and it really makes a difference in helping to convince hard-to-get guests.
    For show notes and past guests, please visit https://www.roadtofamilyfreedom.com/episodes/ (roadtofamilyfreedom.com/episodes/)
    Discover the tools and services we use, visit https://www.roadtofamilyfreedom.com/ (roadtofamilyfreedom.com/resources/)

    • 21 min
    How to Scale Your Short-Term Rental Business with Clint Harris

    How to Scale Your Short-Term Rental Business with Clint Harris

    Clint Harris – a short-term rental investor and owner of Salt and Soul Property Management talks to Neil Henderson, the host of The Road to Family Freedom podcast. When we last spoke to Clint Harris in February of 2020, he owned 14 short-term rental units. In this episode, we talk to Clint about how he has scaled his portfolio to over 60 units under management. Clint has been a real estate investor for over a decade with his wife, starting with long-term single-family home investing but has since transitioned into short-term rentals, including their own house on the beach.
    In This Episode We Cover:
    The Top 3 Challenges a Short-Term Rental Investors Faces when Trying to Scale
    The importance of working ON your business, not IN your business
    Should you hire experienced short-term rental cleaners or regular cleaners and train them?
    Where are the best places to invest in short-term rentals today?
    And much more!
    Books and Resources Mentioned:
    The Road to Family Freedom: https://www.roadtofamilyfreedom.com/ (roadtofamilyfreedom.com)
    Facebook: https://www.facebook.com/clint.harris.3150 (Clint Harris)
    Instagram: https://www.instagram.com/clintstagram2020/ (@Clintstagram2020)
    Podcast: https://www.roadtofamilyfreedom.com/episodes/how-to-transition-from-long-term-to-short-term-rentals-with-clint-harris/ (Clint’s Episode 35 Podcast with The Road to Family Freedom)
    Resource: https://www.airdna.co/ (AirDNA.co)
    Schedule a Call with Us to Talk About Self-Storage
    http://www.roadtofamilyfreedom.com/selfstoragecall/ (Schedule a Call Here)
    Follow Us:
    https://www.facebook.com/roadtofamilyfreedom/ (facebook.com/roadtofamilyfreedom/)
    https://www.instagram.com/roadtofamilyfreedom/?hl=en (instagram.com/roadtofamilyfreedom/)
    https://twitter.com/r2familyfreedom (twitter.com/r2familyfreedom)
    Other Stuff:
    If you enjoy the podcast, would you please consider leaving a short review on Apple Podcasts/iTunes? It takes less than 60 seconds, and it really makes a difference in helping to convince hard-to-get guests.
    For show notes and past guests, please visit https://www.roadtofamilyfreedom.com/episodes/ (roadtofamilyfreedom.com/episodes/)
    Discover the tools and services we use, visit https://www.roadtofamilyfreedom.com/ (roadtofamilyfreedom.com/resources/)

    • 58 min
    How to Find Commercial Industrial Deals Like a Wholesaler with Darren Smith

    How to Find Commercial Industrial Deals Like a Wholesaler with Darren Smith

    After serving almost six years in the Army, Darren Smith has spent the last eighteen years as a professional real estate investor. He has flipped, rented, and wholesaled hundreds of residential properties, and in recent years has purchased several million dollars of industrial properties as long-term holds. Darren’s greatest achievement has been to surround himself with an incredible team of industry and military veterans who are every bit as passionate about helping people as he is. His biggest supporters are his wife Lauren and his son Henry.
    In This Episode We Cover:
    What is the best way to market for commercial real estate properties to purchase?
    The incredible story of how he earned a $500,000 wholesale fee on one property
    Why your marketing focus should be narrow and deep, not wide and shallow
    Why you should analyze every deal that you come across at the beginning of your real estate journey
    And much more!
    Books and Resources Mentioned:
    The Road to Family Freedom: https://www.roadtofamilyfreedom.com/ (roadtofamilyfreedom.com)
    Website: https://solidgrowthproperties.com/ (solidgrowthproperties.com)
    Email: darren@solidgrowthproperties.com
    Resource: https://www.moo.com/us/ (moo.com)
    Resource: https://openlettermarketing.com/ (OpenLetterMarketing.com)
    Resource: https://www.reisift.io/ (REISift.io)
    Resource: https://www.ballpointmarketing.com/ (BallpointMarketing.com)
    Follow Us:
    https://www.facebook.com/roadtofamilyfreedom/ (facebook.com/roadtofamilyfreedom/)
    https://www.instagram.com/roadtofamilyfreedom/?hl=en (instagram.com/roadtofamilyfreedom/)
    https://twitter.com/r2familyfreedom (twitter.com/r2familyfreedom)
    Other Stuff:
    If you enjoy the podcast, would you please consider leaving a short review on Apple Podcasts/iTunes? It takes less than 60 seconds, and it really makes a difference in helping to convince hard-to-get guests.
    For show notes and past guests, please visit https://www.roadtofamilyfreedom.com/episodes/ (roadtofamilyfreedom.com/episodes/)
    Discover the tools and services we use, visit https://www.roadtofamilyfreedom.com/ (roadtofamilyfreedom.com/resources/)

    • 1 hr 6 min
    Building Your Network Using Clubhouse with Luke Wong

    Building Your Network Using Clubhouse with Luke Wong

    Luke Wong, the founder of 9 Mile Capital, has been around real estate most of his life as his family has always been in real estate. From owning commercial and residential properties to land development. Luke grew up in Miami and graduated from Florida State University. He moved to Houston in 2001 and worked in land acquisitions acquiring land for residential subdivisions. From 2011 to 2020, he renovated houses and owned a wholesaling operation. In the last few years, he has also been actively investing in Commercial Real Estate, such as Retail Centers and Apartment Complexes. Currently, he is focusing on operating, growing, and acquiring more self-storage facilities. He owns/co-owns about 1200 storage units.
    In This Episode We Cover:
    What is Clubhouse?
    Luke Wong’s real estate background
    His transition to commercial real estate
    How he got started in self-storage investing passively
    And much more!
    Books and Resources Mentioned:
    The Road to Family Freedom: https://www.roadtofamilyfreedom.com/ (roadtofamilyfreedom.com)
    Website: https://www.9milecapital.com/ (9milecapital.com)
    Facebook: https://www.facebook.com/luke.wong.944 (Luke Wong)
    Instagram: https://www.instagram.com/lukewong2000/ (@LukeWong2000)
    Resource: https://www.clubhouse.com/ (Clubhouse)
    Follow Us:
    https://www.facebook.com/roadtofamilyfreedom/ (facebook.com/roadtofamilyfreedom/)
    https://www.instagram.com/roadtofamilyfreedom/?hl=en (instagram.com/roadtofamilyfreedom/)
    https://twitter.com/r2familyfreedom (twitter.com/r2familyfreedom)
    Other Stuff:
    If you enjoy the podcast, would you please consider leaving a short review on Apple Podcasts/iTunes? It takes less than 60 seconds, and it really makes a difference in helping to convince hard-to-get guests.
    For show notes and past guests, please visit https://www.roadtofamilyfreedom.com/episodes/ (roadtofamilyfreedom.com/episodes/)
    Discover the tools and services we use, visit https://www.roadtofamilyfreedom.com/ (roadtofamilyfreedom.com/resources/)

    • 36 min
    Ditching the Grind of House Flipping for Self-Storage Success with Rob DuBroc

    Ditching the Grind of House Flipping for Self-Storage Success with Rob DuBroc

    Rob Dubroc is a 35-year-old real estate investor from Kansas City who went all-in on self-storage after testing the waters with house flipping, working as a realtor, and single-family rentals. After grinding those various side hustles he found his way into commercial real estate and self-storage.
    In this episode, we talk to Rob about how he bought his first facility for cash and then promptly quit his W-2 job, the challenges of transitioning a poorly check and cash facility into auto payments, the best investment he’s made to help his storage business run more smoothly, and the unique way he encourages stubborn sellers into giving him access to their financials.
    In This Episode We Cover:
    How he bought his first self-storage facility for cash and then promptly quit his W-2 job
    How to transition a poorly run check and cash storage facility into a well-run auto payment facility
    The best investment to help run your self-storage facility more smoothly
    How to encourage stubborn self-storage owners to give them access to their financials
    And much more!
    Books and Resources Mentioned:
    The Road to Family Freedom: https://www.roadtofamilyfreedom.com/ (roadtofamilyfreedom.com)
    Website: https://www.risingtide.investments (Rising Tide Investments)
    Facebook: http://facebook.com/robdubroc (Rob DuBroc)
    Instagram: https://instagram.com/robdubroc?utm_medium=copy_link (@robdubroc)
    Resource: https://www.callrail.com/ (Call Rail)
    Resource: https://www.storagerebel.com/feed (Mike Wagner’s Storage Rebellion)
    Follow Us:
    https://www.facebook.com/roadtofamilyfreedom/ (facebook.com/roadtofamilyfreedom/)
    https://www.instagram.com/roadtofamilyfreedom/?hl=en (instagram.com/roadtofamilyfreedom/)
    https://twitter.com/r2familyfreedom (twitter.com/r2familyfreedom)
    Other Stuff:
    If you enjoy the podcast, would you please consider leaving a short review on Apple Podcasts/iTunes? It takes less than 60 seconds, and it really makes a difference in helping to convince hard-to-get guests.
    For show notes and past guests, please visit https://www.roadtofamilyfreedom.com/episodes/ (roadtofamilyfreedom.com/episodes/)
    Discover the tools and services we use, visit https://www.roadtofamilyfreedom.com/ (roadtofamilyfreedom.com/resources/)

    • 1 hr 4 min
    How to Analyze a Market for Self-Storage with Katherine D’Agostino

    How to Analyze a Market for Self-Storage with Katherine D’Agostino

    Katherine D’Agostino is the founder and sensei of Self-Storage Ninjas. After selling a previous business, Katherine jumped into the storage business building three facilities from the ground up in three years. She also runs a feasibility-analysis firm focused on delivering unbiased reports to self-storage investors that result in facilities with high occupancy and the highest possible returns.
    In this episode, we talk to Katherine about how she got into the self-storage business, how to pick a self-storage market to invest in, her unique plan to scale by building facilities from the ground up, and why she thinks boat and RV storage is a good business.
    In This Episode We Cover:
    How Katherine D’Agostino got into the self-storage business
    How to pick a self-storage market to invest in
    Her unique plan to scale by building facilities from the ground up
    Why boat and RV storage is a good business
    And much more!
    Books and Resources Mentioned:
    The Road to Family Freedom: https://www.roadtofamilyfreedom.com/ (roadtofamilyfreedom.com)
    Website: https://www.selfstorageninjas.com/ (Self-Storage Ninjas)
    Facebook: Self-Storage Ninjas
    Resource: https://selfstorageninjas.as.me/schedule.php?appointmentType=20251184 (Free Initial Consultation with Self-Storage Ninjas)
    Resource: https://www.issworldexpo.com/en/home.html (ISS Self-Storage World Expo)
    Resource: https://www.trachte.com/seminars-videos/ (Trachte Free Seminars)
    Resource: https://www.radiusplus.com/ (Radius+)
    Follow Us:
    https://www.facebook.com/roadtofamilyfreedom/ (facebook.com/roadtofamilyfreedom/)
    https://www.instagram.com/roadtofamilyfreedom/?hl=en (instagram.com/roadtofamilyfreedom/)
    https://twitter.com/r2familyfreedom (twitter.com/r2familyfreedom)
    Other Stuff:
    If you enjoy the podcast, would you please consider leaving a short review on Apple Podcasts/iTunes? It takes less than 60 seconds, and it really makes a difference in helping to convince hard-to-get guests.
    For show notes and past guests, please visit https://www.roadtofamilyfreedom.com/episodes/ (roadtofamilyfreedom.com/episodes/)
    Discover the tools and services we use, visit https://www.roadtofamilyfreedom.com/ (roadtofamilyfreedom.com/resources/)

    • 54 min

Customer Reviews

5.0 out of 5
28 Ratings

28 Ratings

maddie@podcastingyou ,

Super informative!

This podcast is a great resource for anyone looking to elevate their real estate investing or entrepreneurial strategies! An empowering and inspiring podcast, highly recommend!

Marty7YOTO ,

Self Storage Information

If you are interested in self storage this podcast is an excellent resource. They interview new storage investors who own only one facility to owners who own 8-10. Each episode gives you insight to how they are managed, software they use, strategies to handle all kinds of situations.

S H Elliott ,

Awesome guests and topics!

I love how entertaining and lively your podcasts are, yet so informative. You always have great guests on your show. Thank you for sharing real experiences and recommendations for real estate investors.

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