177 episodes

Welcome to the Real Estate Investor Podcast. Your host, Gary Lipsky of Break of Day Capital, 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 best in class practices to build legacy wealth and positively impact communities. 100% straight talk.

Real Estate Investor Podcast Gary Lipsky

    • Business
    • 5.0 • 19 Ratings

Welcome to the Real Estate Investor Podcast. Your host, Gary Lipsky of Break of Day Capital, 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 best in class practices to build legacy wealth and positively impact communities. 100% straight talk.

    Episode #177: Andrew Westling – Current Lending Environment

    Episode #177: Andrew Westling – Current Lending Environment

    As an investor, it’s easy to get overwhelmed with the wealth of information that you’re required to sift through to make a good financial decision. It’s always wise to employ the services of a good broker, and Andrew Westling is here to explain why his firm is one of the best in the business!  Andrew is a Director of Capital Markets at Walker & Dunlop, one of the largest commercial real estate finance and advisory services firms in the United States, and he is responsible for new loan originations and closings for multi-family and commercial properties nationwide. Andrew explains why having a broker is an absolute necessity in today’s market climate before detailing why many investors are apprehensive about pulling the trigger on new deals. We also discuss the effects of the Federal Reserve keeping its rates low, how Andrew weighs real estate investments against other safe options, why Walker & Dunlop is the safest bet for you, and everything you need to know about market fluctuations, lender variations, and asset class assessments in today’s lending climate. 


    Key Points From This Episode:
    Welcoming Andrew Westling back to the show as he briefs us on who he is and what he does. Why having a broker is becoming increasingly necessary in today’s capital markets.  Assessing the current lending environment and the air of unease that surrounds investors. The domino effect of the Federal Reserve not raising its rates. Andrew’s thoughts on investing in real estate versus other safe options like the US Treasuries.How to find the right broker for you, and what separates Walker & Dunlop from the rest. Why it’s important to understand market fluctuations and lender variations. Our guest’s final words of advice on lending. 

    Links Mentioned in Today’s Episode:
    Andrew Westling on LinkedIn
    Walker & Dunlop
    ‘Episode 90: Critical Lending Environment Updates with Andrew Westling’
    ‘Episode 125: Managing Debt with Andrew Westling’ 
    Mortgage Bankers Association 
    CBRE 
    Federal Reserve Board
    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 #176: Gary Lipsky – Bullish or Bearish

    Episode #176: Gary Lipsky – Bullish or Bearish

    Striking a balance between a bullish and bearish attitude toward the real estate market is a skill that is imperative for success in multifamily real estate. In this episode of the Real Estate Investor Podcast, we are discussing the future of the market and our conversation on the multifamily panel at the recent MFIN conference. Tuning in, you’ll hear about the unknowns in the market, what our plans are for next year, the importance of investing based on where you think the market may be, and more. We even remind you that the market is unpredictable and timing it perfectly is impossible. Thanks for listening in! 


    Key Points From This Episode:
    The huge number of unknowns in real estate nowadays. What we discussed at the MFIN conference on the multifamily panel. When transaction flow is going to pick up. Our plans for next year and the importance of investing based on where things may be. Why you can never time the market perfectly. 

    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
    Gary Lipsky on LinkedIn
    Joseph Fang on LinkedIn

    • 6 min
    Episode #175: Epic Grit with Clay Speakman

    Episode #175: Epic Grit with Clay Speakman

    Grit is a personality trait or quality beyond talent or intelligence. It is about having the determination and resilience to overcome obstacles and stay committed to a task or objective. In this episode, we take a unique turn as we dive into the world of epic grit with special guest Clay Speakman. Clay, a distinguished entrepreneur who has navigated the complexities of building technology companies, ventured on an extraordinary 10-year journey. He conquered over 100 challenging events, including 12 ultra-marathons, the Spartan Agoge, and three 70-hour death races. In our conversation, he unveils the profound transformation he experienced through these grueling trials and shares how his epic grit philosophy can redefine success and fulfillment for anyone. We explore the power of grit, the significance of embracing challenges, how simple daily actions can transform your life, avoiding the comfort trap, and much more! Join us as we explore the boundaries of your potential and unlock the key to building lasting wealth and personal fulfillment. Tune in now!


    Key Points From This Episode:
    Background about Clay and his incredible grit journey.How grit can be developed and maintained.The importance of continually challenging yourself.History about his company EPIC GRIT.Clay provides practical tips for developing a grit mindset.He recounts his grueling experience at Death Race.Finding joy in adversity to transform your mindset.His approach to helping entrepreneurs find their grit.Avoiding the trap of seeking comfort.Upcoming plans, including a GRIT event in Georgia.Clay offers final words of advice to help find your grit.

    Links Mentioned in Today’s Episode:
    Clay Speakman on LinkedIn
    Allective
    The EPIC GRIT Club on Facebook
    The EPIC GRIT Club on Instagram
    The EPIC GRIT Club Email
    Spartan Agoge
    Canadian Death Race
    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

    • 15 min
    Episode #174: Dave Foster – 1031 Exchange

    Episode #174: Dave Foster – 1031 Exchange

    A 1031 exchange provides the opportunity of deferring taxes by swapping one investment property for another. However, the nuances of 1031s can be tricky to understand, so we’ve asked Mr. 1031 himself, Dave Foster, to join us and help explain the basics of a 1031 exchange. We discuss why the time constraints of 1031s are unattractive to investors, some solutions for deferring tax and maximizing a 1031, the costs related to 1031s, and how to overcome the challenges that may arise when investing in a 1031. We also learn about vetting 1031 intermediaries, the Delaware Statutory Trust, and the “four” D’s of 1031 investing. 


    Key Points From This Episode:
    Introducing 1031 expert, Dave Foster as he describes who he is and what he does. The basics of a 1031 exchange. Why the time constraints of 1031s scare many willing investors away. How some are forced into deals that aren’t the right fit for them.  Solutions for deferring tax and fully utilizing a 1031. Assessing the costs of a 1031 exchange. Things that could go wrong with a 1031, and how to overcome these problems. How to separate good 1031 qualified intermediaries from bad ones. Delaware’s Statutory Trust (DST) and how it differs from standard syndication. The four Ds of 1031 investing: defer, defer, defer, and die. 

    Links Mentioned in Today’s Episode:
    Dave Foster on LinkedIn 
    Dave Foster on Instagram
    Dave Foster on X  
    Dave Foster on YouTube
    The 1031 Investor
    Lifetime Tax-Free Wealth
    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

    • 29 min
    Episode #173: Peter Eberhardt – The Athlete Mindset

    Episode #173: Peter Eberhardt – The Athlete Mindset

    Competitive sports require a certain tenacity, discipline, and focus to succeed, and it’s one of the best teachers for embracing failure. Joining us today is BMX rider-turned real estate investor, Peter Eberhardt, and he explains how he was able to buy his first property at the tender age of 21. Then, we dive into the rest of his real estate journey as he shares the lessons he’s learned by being his own handyman, why it’s best to live as close as possible to your smaller investments, how coaches and mentors are essential for leveling up, and why an athletes mindset is a helpful trait to have in the world of real estate investing. 


    Key Points From This Episode:
    Introducing BMX rider and real estate investor, Peter Eberhardt, as well as his backstory.  How Peter managed to buy his first house at the age of 21. What came next: his real estate journey after buying his first property. The lessons he’s learned from being his own contractor. Why it’s advisable to live close to your smaller-scale investments. Exploring how Peter used coaches and mentors to help him level up in the game. How his athletic mindset helps him overcome obstacles in the investment space. 

    Links Mentioned in Today’s Episode:
    Peter Eberhardt on Instagram
    Peter Eberhardt on Facebook
    Peter Eberhardt on YouTube 
    BiggerPockets
    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 #172: Joseph Fang – Fear & Macro

    Episode #172: Joseph Fang – Fear & Macro

    Every investment is accompanied by some element of risk. Seasoned investors know this, but for many, there is still a lot of fear around economic instability, market volatility, and more. Today, Joseph Fang, Director of Investor Relations here at Break of Day Capital, returns to the show to share his big-picture take on the current macro environment, the perks of being a contrarian, the dangers of over-diversification, and what you can do to capitalize on opportunities that others might be too cautious to take advantage of. To learn more about making solid investment decisions that will help you reduce risk and alleviate uncertainty, tune in today!


    Key Points From This Episode:
    Joseph’s perspective on rates and why he believes it pays to be a contrarian.How a little bit of math can alleviate your fears: the numbers don’t lie!Benefits of keeping an eye on the market (and working with really good sponsors.)Diworsification: why too much diversification can be a red flag.Gary’s takeaways from the recent IMN real estate forum in Southern California.Ways that the current lending environment could impact your portfolio.Why matching loan products to your business strategy is critical.Final thoughts on the power of contrarian thinking to close the show.

    Links Mentioned in Today’s Episode:
    Joseph Fang on LinkedIn
    Information Management Network (IMN)
    Multifamily Investor Network (MFIN) Conference – Discount Code: LIPSKY 
    Break of Day Capital
    Break of Day Capital Instagram
    Break of Day Capital YouTube
    Asset Management Mastery Facebook Group
    Gary Lipsky on LinkedIn
    Joseph Fang on LinkedIn

    • 15 min

Customer Reviews

5.0 out of 5
19 Ratings

19 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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