Gary Lipsky
Real Estate Investor Podcast
The Real Estate Investor Podcast , powered by Break of Day Capital, brings you in-depth conversations with the top minds in real estate investing. Each episode uncovers proven strategies and lessons learned across multifamily, commercial, and other alternative asset classes. Whether you’re a seasoned investor or just starting out, you’ll gain practical tools and real-world wisdom to help you invest smarter, avoid pitfalls, and build long-term wealth through passive income.
Author
Gary Lipsky
Category
Podcast website
Latest episode
Jul 3, 2026
Where to listen?
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Episodes
Episode #215: The 7 Levels of Wealth with Aaron West 15.11.2024 25:48
Ever wonder what it truly takes to reach financial freedom? In this episode, Aaron West breaks down the mindset and steps behind his "7 Levels of Wealth" concept. Aaron is the owner of The West Experience Real Estate Group and has built a successful career in real estate, including fix-and-flips and wealth-building strategies. He is passionate about helping entrepreneurs achieve financia...
Episode #214: Robert Helms – Finding Investment Opportunities 01.11.2024 24:35
Real estate investing is not about numbers or transactions, it’s a relationship business! This is the opinion of today’s incredibly successful guest, real estate investor, and host of the podcast, The Real Estate Guys, Robert Helms. He joins us today to discuss his career and all things investment opportunities. Tuning in, you’ll hear all about Robert’s impressive career, why he tries not to sell...
Episode #213: Living a Life of Abundance with Matt King 25.10.2024 21:01
Living in abundance starts with cultivating the right mindset, and it is a consistent effort to stay motivated to live up to your full potential. To explain how a mentality of abundance improved his life, we are joined today by the CEO of GoBundance, Matt King. GoBundance is a member-led mastermind built for hardworking overachievers, and Matt describes what his role as CEO entails and how he find...
Episode #212: Raising Capital with Ryan Miller 11.10.2024 21:29
What does it take to successfully raise capital and build lasting investor relationships? In this episode of The Real Estate Investor Podcast, we’re joined by Ryan Miller; Founder and CEO of Pentium Capital Partners and host of the global top 2% podcast, Making Billions with Ryan Miller, who shares his 15 years of experience navigating the world of finance and capital raising. Ryan takes us throug...
Episode #211: Shane Thomas – Quality Asset Management 04.10.2024 22:29
Asset management requires constant forward-thinking to ensure long-term success. Today we are joined by the co-founder of Catalyst Equity Partners, Shane Thomas, to discuss quality asset management. Tuning in, you’ll hear about Shane’s business, why he decided to open an in-house construction business, the biggest asset management struggles at the moment, how he overcomes them, and more! We also d...
Episode #210: Assisted Living 101 with Isabelle Guarino 20.09.2024 22:55
As a nation, we know very little about residential assisted living (RAL) compared to other real estate categories. So today, we welcome the two-time bestselling author and COO of Residential Assisted Living Academy (RALA), Isabelle Guarino, who sheds more light on the importance of RAL and how you can get involved. Named as one of the “Top Influencers of Senior Housing” and a two-time recipient of...
Episode #209: Kathy Fettke: Scaling Smart 13.09.2024 24:39
Are you interested in scaling your business but have concerns about overreaching and going broke? In her new book, Scaling Smart , Kathy Fettke gives readers a comprehensive guide to creating a self-managing business without sacrificing growth. Kathy is a renowned real estate expert, author of the best-selling title, Retire Rich with Rentals, and co-founder of RealWealth. We are delighted to have...
Episode #208: Gary Lipsky – Invest Smart 30.08.2024 8:17
Our very own Gary Lipsky has written another incredible real estate investment book! Invest Smart: Spotting Red Flags in Real Estate Syndications and in this episode of the Real Estate Investors Podcast, Gary is telling us all about it. Tune in to hear what you will learn from the book, why he wrote it, who it is for, and so much more! Head over to Amazon now to get your hands on this incredible g...
Episode #207: John Casmon: How to Scale 23.08.2024 25:45
Are you ready to scale your real estate investments but feel unsure of how to take the next step? This is the episode for you! Joining us today to share his take on how to scale efficiently (and painlessly) is John Casmon, a former corporate marketing executive turned real estate entrepreneur. John is the founder of Casmon Capital Group, where he and his team help busy professionals invest in real...
Episode #206: Development Deals with Andrew Brewer 09.08.2024 21:33
Conducting detailed research and having great relationships with municipalities, contractors, and investors is the best way to avoid hefty delays in development deals. Today's guest is Andrew Brewer, a stationary engineer-turned-commercial operator and developer, and the Founder of IronGall Investments. We begin today's conversation with Andrew's professional history before discover...
Episode #205: Brandon Burns 1031 Master Class 02.08.2024 39:51
Section 1031 in the tax code can be leveraged to your advantage when it comes to real estate investing and today on the Real Estate Investor Podcast, Brandon Burns is here to give listeners a 1031 master class. Listening in, you’ll hear all about the power of the Section 1031 tax code in investing, what a 1031 scenario looks like, what could go wrong, how to select a qualified intermediary, and mo...
Episode #204: Feras Moussa: The State of Multifamily 19.07.2024 14:47
While multifamily investors face numerous challenges in today's market, there are still many lucrative opportunities available. Join us as we delve into the current state of multifamily investing with Feras Moussa, co-founder of Disrupt Equity, a vertically integrated commercial real estate investment firm specializing in multifamily acquisitions. As a serial entrepreneur and multifamily expe...
Episode #203: Navigating Real Estate Cycles with Patrick Francey 12.07.2024 21:35
In this episode, we sit down with Patrick Francey, a multi-business owner and the CEO of the Real Estate Investment Network (REIN), to delve into the complexities of the US and Canadian markets and the different real estate market cycles. Patrick is a highly experienced real estate investor and entrepreneur with over 40 years in the industry. As the CEO of REIN, he guides investors through the nua...
Episode #202: Transform Your Business with Aaron Velky 28.06.2024 21:51
What if your biggest obstacle in life is, in fact, yourself? In today’s episode, Gary Lipsky sits down to interview Aaron Velky, a transformational coach who helps entrepreneurs overcome personal challenges to achieve their goals. Tuning in you’ll learn about the critical role that mindset plays in achieving success, along with strategies for breaking out of comfort zones and addressing self-limit...
Episode #201: Understanding Cycles for Success with Michael Hananel 14.06.2024 26:07
Reading the markets and benefiting from both ups and downturns requires a ton of experience and vast knowledge of the real estate market. With over 30 years of entrepreneurial experience and success in business operations and real estate management, today’s guest, Michael Hananel, is the perfect person to walk us through the cycles of success of real estate, so that you can make the most of your n...
Episode #200: Looking Back on 200 Episodes! 07.06.2024 5:41
Join your host, Gary Lipsky, for the special 200th episode of the Real Estate Investor Podcast! Over the past four years, we've featured amazing guests discussing a wide range of topics, including KPIs, disposition, downside protection, insurance, raising capital, business plan execution, construction management, exit plans, and much more. Our guests have included economists like Dr. Peter Li...
Episode #199: Selling a Deal in Today’s Market 31.05.2024 13:49
Are you curious about how to successfully sell a property in a challenging market? In this episode of the Real Estate Investor Podcast, host Gary Lipsky of Break of Day Capital delves into the complexities and strategic decisions involved in selling a real estate deal amidst fluctuating interest rates and economic uncertainty. Gary shares his experience of opting to sell a student housing property...
Episode #198: Cost Segregation 101 with Jeff Shilling 24.05.2024 24:33
Cost segregation is a tax deferral strategy that can be extremely beneficial for investors when done correctly. Jeffrey Shilling is a Principal Partner at Pacific Cost Segregation, and he joins us today to explain what a cost segregation company is and what it does for its clients. In this episode, you’ll learn how The Tax Relief for American Families and Workers Act of 2024 affects cost segregati...
Episode #197: Matt Aitchison - Mindset and Vision 10.05.2024 22:28
You don’t have to be the best or the smartest to succeed in the real-estate world, you just have to put your ego aside and be open to learning from those smarter than you. Today we are joined by hotelier, Matt Aitchison to discuss mindset and vision! Matt is a speaker, real estate investor, spirits investor, and podcast host who has found success through his incredible mindset. In this episode, yo...
Episode #196: Adam Dresher and Joe Fang: Funds 101 03.05.2024 19:10
The modern investment landscape is extremely dynamic and ever-evolving. With so many options available, it’s easy for investors to get overwhelmed! Today, we are joined by Joe Fang and Adam Dresher from our Break of Day Capital Team, who return to the podcast to talk about investment funds. What are they? What are the features and advantages of fund investment? What are the best funds to invest in...
Episode #195: Lifestyle by Design with Brian Davis 26.04.2024 23:06
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 comprehensiv...
Episode #194: Investing in SoCal with Anthony Walker 19.04.2024 21:09
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...
Episode #193: Mitigating Risk with Charles Carillo 12.04.2024 19:24
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...
Episode #192: Top 10 Things to Look for in an Operator with Adam Dresher and Joe Fang 05.04.2024 20:14
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...
Episode #191: Peter McKernan: From Firefighter to Real Estate Investor 29.03.2024 25:53
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...
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