Stacy Rossetti – a self-storage investor and teacher at the Super Secret Investors Society, talks to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. Stacy has spent the last several years systematizing and automating her storage facilities so that she can easily run them from her phone or tablet and only spend a few hours each week working on them. She teaches others not only how to find abandoned storage facilities, but how to buy them with little money d...
Aug 05, 2020•1 hr 5 min•Season 1Ep. 54
Jon Farling – is a self-storage investor from Ohio. He started buying single-family rentals in 2015. In 2019, he pivoted to self-storage and has purchased two facilities in just six short months plus one or two more by the time this episode airs. Post-Interview Analysis Key Lessons Learned: Find a way to take action. So many real estate investors, myself included, get bogged down in analysis paralysis and fear of getting started. If you can find a way to tackle a smaller deal, like a single-fami...
Jul 29, 2020•50 min•Season 1Ep. 53
Chris Prefontaine – 3-time best-selling author and CEO of Smart Real Estate Coach talks to Neil and Brittany Henderson, hosts of The Road to Family Freedom podcast. Chris talks about how the 2008 real estate crash shaped his real estate investing strategy so that he now buys and sells investment properties with no banks. He now uses, and teaches others to use, a strategy called Lease Purchase, to control an asset, and then either hold it as a long term rental, or sell it using another lease purc...
Jul 22, 2020•50 min•Season 1Ep. 52
Jake Marmelstein – founder of Groundbreaker.co talks to Neil Henderson , host of The Road to Family Freedom podcast. Jake founded Groundbreaker after working for an institutional real estate investment firm focused on distressed hotels. He found that the process of raising money and managing the data related to investor communications was cumbersome and inefficient, so he set out to provide a better solution. Groundbreaker, which is headquartered in Chicago, offers modern investment management t...
Jul 15, 2020•40 min•Season 1Ep. 51
Alex Felice – of BrokeIsAChoice.com, talks to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. Alex is the first repeat guest on The Road to Family Freedom. He talks about his journey from buying 8 single family rentals using the BRRRR strategy, to buying a 24 unit apartment building with 5 other partners. Post-Interview Analysis Key Lessons Learned: Real Estate is hyper-regional, there is no “national real estate market”. The market in Las Vegas, Nevada is...
Jul 01, 2020•59 min•Season 1Ep. 50
Jimmy Johner - the co-founder of Crystal Coast Capital, and mid-sized multifamily investor, talks to Neil Henderson, the hosts of The Road to Family Freedom podcast. This is part two of the interview with the founders of Crystal Coast Capital, his life-long friend and partner, Alan Hill, can be heard on episode 47 of The Road to Family Freedom. Jimmy talks about discovering the pitfalls of investing in duplexes, and his decision to jump right into to larger properties. Post-Interview Analysis Ke...
Jun 25, 2020•52 min•Season 1Ep. 49
Meghan McCallum left the fire service after 14 years, walking away as a chief, she now leverages her risk analysis from her experience and from her Masters degree from the University of Chicago in Threat Response and Management into her investing career. A full-time real estate investor for almost 4 years now with a portfolio of 41 doors, she is partnering into new companies with other investors who specialize in their own niches. Due to her exposure to almost every form of real estate investing...
Jun 10, 2020•1 hr 6 min•Season 1Ep. 48
Alan Hill - the co-founder of Crystal Coast Capital, and mid-sized multifamily investor, talks to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. Alan Hill talks about his start in leveraging assets for income from a young age and how he jumped right into investing in mid-sized multifamily with childhood friend Jimmy Johner as Crystal Coast Capital. Post-Interview Analysis Key Lessons Learned: Don’t let no stop you. In almost every real estate transaction ...
May 28, 2020•1 hr 2 min•Season 1Ep. 47
Mario Brown – is a Greenville, SC real estate agent who specializes in new residential construction, as the co-founder of Affordable Upstate, he and his team buy and reposition mid-sized multifamily in South Carolina, where he talks to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. Mario Brown talks about the various ways they force appreciation on their assets all while instituting environmentally conscious utility programs. Post-Interview Analysis Key L...
May 20, 2020•50 min•Season 1Ep. 46
Erin Spradlin – the co-owner of Erin and James Real Estate, founder of Denver Women Invest that is a monthly investing group for women, short-term rental investor, and specialist in helping homebuyers purchase short-term rentals in several Colorado markets, with a special emphasis on using that strategy in using house-hacking, talks to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. Erin Spradlin talks about medium-term rentals, the short-term rental marke...
May 13, 2020•1 hr 3 min•Season 1Ep. 45
Chris Larsen, multifamily investor and the founder and managing partner of Next-Level Income, talks to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. Chris Larsen got his start in real estate investing with a house hack during college. He’s since grown into investing in large multifamily syndications. Chris talks about how he uses demographics to identify investment opportunities, and how he uses the infinite banking concept to build wealth. Post-Intervie...
May 06, 2020•1 hr 4 min•Season 1Ep. 44
Kyle and Lauren Clugston – a husband and wife team working their way towards long-term wealth with buy and hold rental properties, talks to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. Kyle and Lauren Clugston started their real estate journey in 2017, and have since purchased four properties, starting with a house hack of a duplex and a recent addition of a triplex, all while holding down full-time jobs. Post-Interview Analysis Key Lessons Learned: Don...
Apr 29, 2020•45 min•Season 1Ep. 43
Joe Prillaman – the Founder and ‘Average Joe’ of Anchored Investing, talks to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. Joe Prillaman has been investing since 2018, where he got started with a BRRR of a single-family home in Fayetteville, North Carolina. He currently owns five properties in Fayetteville, North Carolina and is living near the beach on the Carolina coast by way of a house hacking a duplex as a short-term rental. Post-Interview Analysis...
Apr 22, 2020•49 min•Season 1Ep. 42
Episode Description Pongee Barnes – a seasoned real estate investor from Chicago, serial entrepreneur, and the founder of Little Owners, a company dedicated to educating kids on the various paths to career and entrepreneurial success, talks to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. Pongee Barnes talks about investing in real estate in Chicago, writing business-related books for children with her children, and incorporating investing into her child...
Apr 15, 2020•1 hr 3 min•Season 1Ep. 41
Sam Wilson – buys parking lots and parking garages as the CEO of Parking Your Investments talks to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. Sam Wilson got his start in real estate by buying single-family homes at foreclosure auctions. He has done over 60 fix-and-flips and he owns a dozen long-term rentals. Now he has transitioned into buying parking lots and parking garages. Post-Interview Analysis Key Lessons Learned: It is important to find people...
Apr 08, 2020•1 hr•Season 1Ep. 40
Neil and Brittany Henderson break down one of their latest real estate purchases, a single-family rental in North Carolina that they recently executed the BRRRR (Buy, Rehab, Rent, Refinance, Repeat) strategy on. Neil breaks down the lessons learned, the mistakes and the successes. The property highlights Type, size, location What was the purchase price? What were the rehab costs and was there anything unexpected? What was our "all-in" cost to buy and rehab? Were there any other costs associated ...
Mar 11, 2020•23 min•Season 1Ep. 39
Ashley Kehr – is a full-time real estate investor, she runs the educational and entertaining Wealth From Rental Instagram account, and is the mom to three boys, talks to Neil Henderson, the host of The Road to Family Freedom podcast. Ashley Kehr talks about how she got involved in real estate investing, using a line of credit and refinancing, house hacking and travel hacking, setting up two property management companies, building a robust investment portfolio, and using her time wisely. Post-Int...
Feb 26, 2020•52 min•Season 1Ep. 38
Avery Carl – Affiliate Broker at eXp Realty and is a top 1% agent and vacation rental expert. Avery Carl talks about getting her start in real estate with one short-term rental, expanded that into five, and has now used the cash flow from those rentals to construct a portfolio of 18 long-term rental units. Post-Interview Analysis Key Lessons Learned: You can get creative with how you finance real estate. Don’t let your limiting beliefs about vacation rentals stop you. How did they acquire their ...
Feb 19, 2020•52 min•Season 1Ep. 37
Erin Helle – Founder & CEO of BC Global Investments and Real Estate Investor who has built up a portfolio valued over $2 million and cash-flowed at over $6000 a month in her first year. Erin is also a mom who served in the U.S. Army for 12 years. Erin shares her first real estate investment experience all the way to building up her lucrative portfolio. Find out how she balances her investing with being a mother of two young girls. Post-Interview Analysis Key Lessons Learned: Make a strategic...
Feb 12, 2020•56 min•Season 1Ep. 36
Clint Harris – Real Estate investor for over a decade with his wife, starting with long-term single-family home investing but have since transitioned into short-term rentals, including their own house on the beach. Clint Harris discusses micro-listings, using an FHA loan, past choices he would do differently now, acquiring data, and what he is doing in the short-term rental space. Post-Interview Analysis Key Lessons Learned: They looked into the reviews and what the best renters were doing in th...
Feb 06, 2020•1 hr 8 min•Season 1Ep. 35
Carl Jensen – Creator of the blog 1500Days.com and Mindy Jensen – Co-Host of Bigger Pockets Money podcast talk to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. Find out how Carl and Mindy Jensen created financial freedom before the age of 50, making changes in their lives to engineer that freedom, and their experiences of living in the properties that they sell. Post-Interview Analysis Key Lessons Learned: Look at what you are buying and plan it out towa...
Jan 29, 2020•1 hr 8 min•Season 1Ep. 34
Steven Hamilton of Hamilton Tax and Accounting talks to Neil Henderson, the host of The Road to Family Freedom podcast. Steven Hamilton talks about the Triple Tax Advantages of a Health Savings Account. The various strategies his clients use to take advantage of this powerful wealth-building tool, plus some warnings about using it ways that perhaps the IRS didn’t intend.
Jan 22, 2020•30 min•Season 1Ep. 33
AJ Osborne – Self-Storage Investor, CEO and Founder of Bitterroot Holdings/Keylock Storage and Host of Holdings, and Host of Cash Flow to Freedom podcast from the Boise, Idaho area talks to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. AJ Osborne talks about the importance of achieving financial freedom, overcoming being paralyzed, the life-saving ability of passive income, insurance needs, and the self-storage market.
Dec 30, 2019•1 hr 12 min•Season 1Ep. 32
Kim – Blogger for The Frugal Engineers with a guide to college planning and early retirement. Kim shares how she and her husband have transformed their careers in a way where they can work from home using geo-arbitrage, simply moving to a lower cost of living area, she can be a stay-at-home mom, how they have learned from financial mistakes, supplemental incomes, and how they are preparing for their daughter’s education. Post-Interview Analysis Key Lessons Learned: Increase happiness by removing...
Dec 23, 2019•1 hr 4 min•Season 1Ep. 31
J Martin – Founder and Host of SF Bay Summit Real Estate Networking and Founder/Owner/Operator of JTM Real Estate Group, talks to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. J Martin talks about building a location-independent lifestyle, primarily using a portfolio of short-term rentals. J also discusses how he is able to travel year-round and operate his business, why he doesn’t use HOAs, how he manages communication, and how he funds his ventures. Po...
Dec 02, 2019•1 hr 1 min•Season 1Ep. 30
Neil and Brittany Henderson – Real Estate Investors, Founders of Summer Sky Capital, and Co-Hosts of The Road to Family Freedom podcast, cover a subject that is fundamental to achieving financial freedom, BUDGETING. Neil and Brittany talk about their past struggles with budgeting and how the software and concepts taught by Jesse Mecham in You Need a Budget have transformed their financial lives and made budgeting fun and effective. What you’ll learn about in this episode What you'll learn about ...
Nov 26, 2019•38 min•Season 1Ep. 29
Adam Adams – Multifamily Investor, Founder and Lead Strategist at BlueSprice Holdings, and Host of The Creative Real Estate Investing podcast, talks to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. Adam Adams comes from a real estate-investing family and he got started in real estate himself in 2005 and as of today, he has partnered or raised capital on seven multi-family syndications valued at over $90 million. Adam Adams talks about real estate obstacl...
Nov 19, 2019•1 hr 8 min•Season 1Ep. 28
During this episode of The Road to Family Freedom podcast, hosts Neil Henderson and Brittany Henderson talk about the recent purchase of their first house as a rental property, the fees involved, advice that helped reduce the risk and future real estate goals. The importance of just getting started and the challenge of momentum. What you’ll learn about in this episode Neil Henderson and Brittany Henderson bought a single family rental house in North Carolina. How did Neil go about finding this p...
Nov 12, 2019•22 min•Season 1Ep. 27
Whitney Hutten – Real Estate Investor, Founder, Consultant, Mentor, at Ash Wealth based in the Denver, Colorado Area, talks to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. Whitney got her start in real estate with turnkey properties investing. Now she is a partner in over $250 million in real estate investments, from single-family homes and mobile home parks to multi-family assisted living and self-storage. Founder at Ash Wealth, Whitney Hutton also tea...
Nov 04, 2019•59 min•Season 1Ep. 26
Tim Puffer – Self Storage Investor in Lansing, Michigan and Managing Member of Focus REI, who also has experience in the insurance and risk management industry, talks to Neil Henderson and Brittany Henderson, the hosts of The Road to Family Freedom podcast. Tim discusses how he transitioned from house hacking to investing in self-storage, how he learned and found financing, and what an average day in his life looks like to keep business running smoothly. Post-Interview Analysis Key Lessons Learn...
Oct 28, 2019•54 min•Season 1Ep. 25
