195 episodes

 Tune in to the Real Estate Investor Podcast for best in class investing practices from real estate experts!  Your host, Gary Lipsky, has more than 30 years of operations and management experience and over 20 years in real estate investing worth over $1/4 Billion.  He talks to leading experts to discuss a wide range of subjects to educate investors on how to build legacy wealth and positively impact communities.

Real Estate Investor Podcast Gary Lipsky

    • Business
    • 5.0 • 18 Ratings

 Tune in to the Real Estate Investor Podcast for best in class investing practices from real estate experts!  Your host, Gary Lipsky, has more than 30 years of operations and management experience and over 20 years in real estate investing worth over $1/4 Billion.  He talks to leading experts to discuss a wide range of subjects to educate investors on how to build legacy wealth and positively impact communities.

    Episode #195: Lifestyle by Design with Brian Davis

    Episode #195: Lifestyle by Design with Brian Davis

    In this episode, we sit down with Brian Davis, a real estate investor, personal finance writer, and Co-Founder of SparkRental, to unpack the idea of financial independence and steps to living the lifestyle you have always wanted. Brian is a seasoned rental industry expert, driven by his passion for helping others achieve their aspirations of generating passive income. SparkRental is a comprehensive platform and resource hub for real estate investors. It aims to guide investors through the intricacies of real estate investing and provide them with the support and resources needed to succeed in their investment journey. In our conversation, we discuss his accidental path into real estate, how he founded SparkRental, and how he transitioned from active to passive investing. Discover the steps to reach financial independence, common misconceptions about it, and why you don’t need it to have your dream lifestyle. We delve into house hacking tips to reduce expenses, pragmatic strategies for generating passive income, the importance of accurately forecasting cash flow, hidden real estate costs, and more. Join us as we reframe the concept of financial independence and find out why achieving it is easier than you might think. Tune in now!


    Key Points From This Episode:
    Brian's journey into real estate investing and the founding of Spark Rental.Hear about the evolution of Spark Rental into a co-investing club.Learn what financial independence is and the strategies to achieve it.How he helps people overcome the mental hurdles of passive investing.Examples of lifestyle changes that can significantly reduce living expenses.The Importance of accurately forecasting cash flow in real estate.Why understanding hidden expenses in real estate investing is essential.Find out how to get in contact with Brian to start your investment journey.

    Links Mentioned in Today’s Episode:
    Brian Davis on LinkedIn
    Brian Davis Email
    SparkRental
    SparkRental on Instagram
    SparkRental on X
    SparkRental on Facebook
    BiggerPockets
    Inman
    Best Ever CRE
    REtipster
    Asset Management Mastery Facebook Group
    Break of Day Capital
    Break of Day Capital Instagram
    Break of Day Capital YouTube
    Gary Lipsky on LinkedIn
    Joseph Fang on LinkedIn

    • 23 min
    Episode #194: Investing in SoCal with Anthony Walker

    Episode #194: Investing in SoCal with Anthony Walker

    When it comes to investing, the Southern California (SoCal) market is the industry’s current hot topic! SoCal is a unique market and with the right investments, it can be extremely lucrative over longer periods. Anthony Walker is a master of investing in SoCal, and he joins us today in his capacity as Managing Broker and CEO of Buckingham Investments, Inc. In his tenure at the company, Anthony has presided over more than one billion dollars in sales, and he uses his gained expertise to explain the investment opportunities that await in SoCal and why this market stands out from the rest. We also discuss the role of accessory dwelling units in combating the country’s housing crisis, what Anthony wishes he knew when beginning his real estate journey, and everything you need to know to make a great investment in Southern California.  


    Key Points From This Episode:
    Anthony Walker’s professional background and the work he does at Buckingham Investments.Why Buckingham Investments is your go-to investment broker. Investment opportunities in Southern California, and what makes this market unique. Assessing SoCal’s housing crisis and the role of accessory dwelling units (ADUs). Everything you need to know to make a good investment in SoCal. The information that Anthony wishes he had when he started in real estate investing. 

    Links Mentioned in Today’s Episode:
    Anthony Walker on LinkedIn
    Anthony Walker on Instagram
    Anthony Walker on X
    Buckingham Investments
    Asset Management Mastery Facebook Group
    Break of Day Capital
    Break of Day Capital Instagram
    Break of Day Capital YouTube
    Gary Lipsky on LinkedIn
    Joseph Fang on LinkedIn

    • 21 min
    Episode #193: Mitigating Risk with Charles Carillo

    Episode #193: Mitigating Risk with Charles Carillo

    Real estate may be a great investment, but like all great things, it still comes with a fair share of risk. To walk us through some methods for mitigating risk in real estate investing, we are joined once again by the multifamily and apartment investing expert, Charles Carillo. Charles is a Managing Partner at Harborside Partners and is also the host of the company’s podcast, Global Investors. In today’s conversation, we hear about what Charles learned after buying his first property, how he vets deals, markets, and sponsors, his tips and tricks for mitigating risk, and his secret recipe for success, plus much more!


    Key Points From This Episode:
    Charles walks us through his background and the work he’s currently involved in.The biggest lessons he learned from his first real estate purchase. How he chooses which deals, markets, and sponsors to focus on.His methods for mitigating risk in real estate investing. The keys to his success in real estate. How to connect with Charles and Harborside Partners.

    Links Mentioned in Today’s Episode:
    Charles Carillo
    Charles Carillo on LinkedIn
    Charles Carillo on X
    Charles Carillo on Instagram
    Charles Carillo on Facebook
    Harborside Partners 
    Harborside Partners on YouTube 
    Global Investors Podcast
    Syndication Superstars  
    ‘Episode #49: Working with International Investors with Charles Carillo’
    Asset Management Mastery Facebook Group
    Break of Day Capital
    Break of Day Capital Instagram
    Break of Day Capital YouTube
    Gary Lipsky on LinkedIn
    Joseph Fang on LinkedIn

    • 19 min
    Episode #192: Top 10 Things to Look for in an Operator with Adam Dresher and Joe Fang

    Episode #192: Top 10 Things to Look for in an Operator with Adam Dresher and Joe Fang

    Deciding who to invest your money with is a huge undertaking and with so many people entering the field of real estate investment, it’s more difficult than ever to know if someone is the right choice for you. Today, Gary Lipsky is joined by his colleagues from Break of Day Capital, Joseph Fang and Adam Dresher, for an informative discussion on the top ten things to look for in an operator so that you can make the best possible investment choices. Join the Break of Day Capital team as they unpack each of these points and how to implement them, from the number one question you should always ask your operator to the steps that will help you determine whether they are backed by a solid management team. Find out why transparency is essential, how to ask the tough questions, why your operator should be just as invested in your financial goals as you are, and much more. Join us today to learn exactly what you should look for in an operator so that you can feel secure in your next investment decision!


    Key Points From This Episode:
    An introduction to today’s topic: Top 10 Things to Look for in an Operator.Why you should always ask how much money an operator has invested in a deal.Key things you need to look for when it comes to an operator’s track record.How to dig in on the numbers upon being presented with a deal.When to ask tough questions regarding cash flow, reserves, and distributions.What you need to know regarding your operator’s market criteria.How to make sure your operator is backed by a solid management team.Why transparency is essential when it comes to your investments.How to thoroughly research an operator and do your due diligence.Why your operator should be just as invested in your financial goals as you are.Key distinctions between an operator and a syndicator.Learn more with the Break of Day Capital Webinar, Evaluating The Sponsor.

    Links Mentioned in Today’s Episode:
    Asset Management Mastery Facebook Group
    Break of Day Capital
    Break of Day Capital Instagram
    Break of Day Capital YouTube
    Break of Day Capital Webinar: Evaluating The Sponsor
    Adam Dreshser on LinkedIn
    Adam Dresher email
    Phone Adam on 602-529-2056
    Gary Lipsky on LinkedIn
    Joseph Fang on LinkedIn

    • 20 min
    Episode #191: Peter McKernan: From Firefighter to Real Estate Investor

    Episode #191: Peter McKernan: From Firefighter to Real Estate Investor

    Today on the Real Estate Investor Podcast, we are joined by Peter McKernan, a friend of the show, an investor and real estate agent in Southern California, as well as a former firefighter. In this episode, we discuss the value of leveraging the experience of others, especially if you’re nervous about jumping into your first deal, and highlight some of the key components of a successful partnership. We also take a look at California’s accessory dwelling unit (ADU) regulations, how real estate investors can benefit, tips to bring risk-averse investors around, and Peter’s retrospective advice for anyone starting their real estate journey today, plus so much more! For an informative discussion full of valuable insights, tune in today. 


    Key Points From This Episode:
    How Peter went from firefighter to real estate investor.Insight into his first deal at 27 years old, which cash flowed from day one.The value of partnership to help mitigate the fear that often accompanies a first deal.Reasons that due diligence and legal advice are key for successful partnerships.Benefits for investors of California’s ADU laws and regulations.Practical advice from Peter and Gary for dealing with risk-averse investors.Why Peter suggests starting your real estate journey as early as you can.Where you can connect with Peter online and listen to his podcast.

    Links Mentioned in Today’s Episode:
    The McKernan Group
    Real Estate Trends and Market Updates Podcast
    PFP Realty
    Peter McKernan on LinkedIn
    Peter McKernan on Instagram
    Peter McKernan on Facebook
    Peter McKernan on YouTube
    Peter McKernan on X
    ‘Mastering Real Estate Investment Strategies with Gary Lipsky’
    Asset Management Mastery Facebook Group
    Break of Day Capital
    Break of Day Capital Instagram
    Break of Day Capital YouTube
    Gary Lipsky on LinkedIn
    Joseph Fang on LinkedIn

    • 25 min
    Episode #190: Investor Engagement with K. Trevor Thompson

    Episode #190: Investor Engagement with K. Trevor Thompson

    Networking is more than just a few handshakes and pockets full of business cards; it’s about creating lasting, mutually beneficial relationships. For today’s impactful episode, we are in conversation with the VP of Investor Engagement at Massive Capital, K. Trevor Thompson to discuss some best practices for working with investors. Trevor has almost half a century of experience in entertainment and attractions, and he explains how that world is not so different from his work in real estate investing. We discuss Trevor’s uncanny ability to network albeit as an introvert (and with tangible results!), how he handles the demands of his work, how he measures success, and what it looks like when a real estate conference is valuable for attendees. To end, our guest walks us through the future of Massive capital, explains why 2025 may be the best time to buy in 100 years, and shares some advice for his younger self that will also benefit other aspiring investors. 


    Key Points From This Episode:
    K. Trevor Thompson reveals the surprising parallels between the entertainment/attractions industry and real estate investing. How Trevor, as an introvert, became a networking wizard. The way he’s managing his busy schedule and heavy workload. His definition of a good, worthwhile real estate conference. Getting into his role as VP of Investor Engagement, and how he measures success.The future of Massive Capital. Trevor’s advice to his younger self. Why next year may present the best buying opportunities of our lifetime. 

    Links Mentioned in Today’s Episode:
    K. Trevor Thompson
    K. Trevor Thompson on LinkedIn
    K. Trevor Thompson on Instagram
    K. Trevor Thompson on YouTube 
    Massive Capital
    Earn & Learn with Real Estate Investing on Facebook 
    iFLY Indoor Skydiving 
    ‘Omnipresence Live @ 12pm EST - Young Hustlers’
    Asset Management Mastery Facebook Group
    Break of Day Capital
    Break of Day Capital Instagram
    Break of Day Capital YouTube
    Gary Lipsky on LinkedIn
    Joseph Fang on LinkedIn

    • 16 min

Customer Reviews

5.0 out of 5
18 Ratings

18 Ratings

RE Investor Newbie ,

Best Real Estate Podcast!

I am fairly new to real estate investing but am done with the stock market and was looking for another method to invest. Gary covers a wide variety of real estate investing topics with guests that are knowledgeable and informative. I had no idea there were so many possibilities to create passive income and how easy it was until I stumbled onto this podcast.

Value Add MF Investor ,

Short and sweet

A great podcast focused in real estate investing presented in a concise format but full of insightful information.

LTWLF ,

Great Insights!

This is one of my favorite Multifamily Real Estate Investing podcasts. Gary brings in a wide range of industry experts to talk about many facets of Asset Management, which is hardly discussed and yet the most critical in being a successful operator.

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