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 #115: Buying and Selling Multifamily Deals 19.08.2022 11:59
Today we take a look behind the scenes at what really goes into buying and selling multifamily deals. We, at Break of Day Capital, are excited to announce that we have closed on the sale of Midtown on Seneca, a property we bought in December 2020 in Tucson, Arizona. In this episode, we break down the facts and figures relating to the purchase and sale of this 76-unit property that we bought for $1...
Episode #114: Affordable Housing Secrets with Denis Shapiro 12.08.2022 14:46
Affordable housing is a largely overlooked niche in the real estate asset management space. Our guest today invites us to think again! Denis Shapiro started an investment club in 2019, is the founder of SIH Capital Group, and author of The Alternative Investment Almanac . His focus is primarily on affordable housing and, in this episode, he spills some enlightening affordable housing secrets! We d...
Episode #113: Critical Site Visits with Dave Childers 05.08.2022 17:09
Site visits are a key component of multifamily asset management that can often be overlooked. Today on the podcast, we are joined by Dave Childers, a Managing Member of Residential Investment Advisors (RIA) and Cedar Rock Capital, based in Nashville, Tennessee. Dave has been investing in real estate for over 17 years and started the brokerage just over a decade ago to fill an industry void in assi...
Episode #112: CapEx Best Practices with Jorge Abreu 29.07.2022 11:27
In real estate investment, it’s easy for operators to make big and costly mistakes when it comes to capital expenditures (CapEx). Someone with unique insight into this is today’s guest Jorge Abreu. Jorge has been investing in real estate for over 15 years. He is a qualified electrical engineer and is responsible for founding and building a construction company that brings in over $30 million in ye...
Episode #111: Mitigating Rising Expenses with Darin Garman 22.07.2022 20:46
Welcome to the Real Estate Asset Management Podcast! Today, we are joined by author, investor, property owner, and commercial real estate coach, Darin Garman! To start off this episode, we hear Darin’s story of coming from nothing (neither money nor experience) to building a company that mitigates the stress of its clients, all while being in the process of raising its deductibles and ensuring bla...
Episode #110: Panic or Opportunity with Gary Lipsky 15.07.2022 6:15
It’s no surprise that doing deals during current times is not for the faint of heart. This episode is full of thoughts, tips, and insights to help you navigate your way through real estate investing in the present moment. Tuning in, you’ll hear why if you’re buying, you should make sure your loan is locked at this time, and if you are selling and you’re not able to lock in huge gains, you may want...
Episode #109 Seize Opportunity with Rod Khleif 24.06.2022 22:59
Welcome back to another episode of the Real Estate Asset Management podcast! Today's podcast guest, Rod Khleif, and host Gary Lipsky talk about seizing opportunity in the current real estate environment and what we can expect as it moves forward. About Guest : Rod Khleif is a multiple business owner and philanthropist passionate about business, high performance, real estate, and giving back....
Episode #108: Pivoting To Boost NOI With Jason Pero 17.06.2022 22:04
Today's podcast guest Jason Pero and host Gary Lipsky talk about pivoting to boost NOI. Pivoting is one of the most important skills in real estate investing and it's not just for entrepreneurs and startups. Whether you're a seasoned investor or just getting started, pivoting is essential to your success. Key Points From This Episode: 1. On which property we should focus 2. Real-T...
Episode #107: Building a Financial Backbone with Ben Lapidus 10.06.2022 15:14
Hello and welcome to the 107th Episode of the Real Estate Asset Management Podcast! Building a Financial Backbone with Ben Lapidus. Ben is the Chief Financial Officer for Spartan Investment Group LLC, where he has applied his finance and business development skills to construct from scratch a portfolio of over $500M assets under management, build the corporate finance backbone for the organization...
Episode #106: Legal Hot Topics 03.06.2022 19:26
Our guest today is Mauricio Rauld, Founder and CEO of Premier Law Group, a premier boutique securities law firm where he also acts as one of the syndication attorneys who help real estate syndicators to raise the capital to pursue their dreams of financial independence. As a nationally recognized expert on private placements, he works with elite entrepreneurs who seek to increase and protect their...
Episode #105: Current Market Conditions 20.05.2022 8:05
Welcome back to another episode of the Real Estate Asset Management podcast! The conversation today centers around the current multifamily environment. Gary talks about the best time to invest in real estate & how to get good deals in this high level of unpredictability of stock market fluctuations, the 24 hours news cycle, interest rates, and rising inflation. To a lot of investors out there...
Episode #104 Navigating Rough GP Waters With Randy Langenderfer 13.05.2022 24:53
Hello, and welcome we are back with another episode of the Real Estate Asset Management Podcast! Your positive feedback has been so wonderful to hear, from the very beginning. I am super excited to have Randy Langenderfer share how he dealt with a fire on his first GP deal in the first month of ownership! He shares the process of finding his first deal, the challenges and tribulations that came wi...
Episode #103: Q1 market Data With Andrew Rybczynski 06.05.2022 22:42
Hello and welcome to the 103rd episode of the Real Estate Asset Management Podcast! Your positive feedback has been so wonderful to hear, from the very beginning. Today’s episode will discuss and do the due diligence on sunbelt states. Key Points From This Episode: Q1 data and report What are the constraints for multifamily investors to hold for long-term investment? Why invest in sunbelt states ...
Episode #102 Due Diligence 101 With Patrick Grimes 30.04.2022 19:47
Hello and welcome to the 102nd episode of the Real Estate Asset Management Podcast! Your positive feedback has been so wonderful to hear, from the very beginning. Join us today as we discuss various asset management strategies with the founder of MainStreet, Patrick Grimes. Not only will we understand the concept in detail, but also learn from Patrick, various lessons and mistakes we can avoid ma...
Episode #101: How to Produce Massive Income with Effective Asset Management with Jason Yarusi 22.04.2022 12:59
Hello and welcome to the 101st Episode of the Real Estate Asset Management Podcast ! Your positive feedback has been so wonderful to hear, from the very beginning. Today’s podcast focuses on how one can produce massive income with effective asset management in Multifamily Real Estate with Jason Yarusi, Founder - Yarusi Holdings . Our esteemed guest shares his valuable knowledge about the various...
Episode #100: Look Back on 99 Podcasts with Gary Lipsky 08.04.2022 8:19
Hello and welcome to the 100th Episode of the Real Estate Asset Management Podcast! Your positive feedback has been so wonderful to hear, from the very beginning. Join us today as we look back on 99 amazing episodes with memorable guests who shared golden nuggets from their wealth of wisdom. We touch on the topics that we’ve interviewed experts about, from mega leasing and economies of scale with...
Episode #99: Using Institutional Capital for Real Estate Investment With Warren Dresner 01.04.2022 12:05
Today’s podcast focuses on educating operators on how to become the best in their class by building better systems. Today’s guest is Warren Dresner, who has over 20 years of multi-regional experience in the finance, insurance, and real estate sectors and is a Co-Founder and team member at Equity Yield. Warren’s expertise is focused on deal management, deal execution, and project management, and be...
Episode #98: Bigger Properties for Better Management with Lee Yoder 25.03.2022 14:48
Transitioning from small units to bigger ones can seem like a daunting venture, but my guest on today’s show, Lee Yoder, is here to tell you why it’s actually the best decision for you and your business! Lee, who is the founder and CEO of THREEFOLD Real Estate Investing, began his real estate journey with a single duplex, and has methodically worked his way up to his biggest investment to date; a...
Episode #97: Limited Partner Horror Story with K. Trevor Thompson 18.03.2022 21:42
No, this episode doesn't contain any ghosts or haunted houses – but you might wish it did. Today's guest is K. Trevor Thompson, who has a 50-year career as a highly successful VP, has invested in 17 deals as an LP, and most recently, a GP on a 240-unit in San Antonio. But early on in his career, he joined as a Limited Partner on a 170-unit deal that quickly turned into a nightmare. Join...
Episode #96: Bullish or Bearish, with Jeremy Roll 11.03.2022 20:33
We all have different investment styles, and we feel it’s important to learn about the motives behind various approaches. Our guest today certainly has a more bearish approach than our bullish take on things, and today, he talks us through his thought processing when it comes to committing to an investment. Jeremy Roll started investing in real estate in 2002, and in 2007, he left the corporate wo...
Episode #95: Fund Management with Jennifer Joyce 04.03.2022 13:19
Fund management and asset management are two completely different beasts. Joining us today to help educate us on the former is Jennifer Joyce, Owner of JJ Capital Investments. Jennifer has over 20 years of real estate experience, is the fund manager for a 100-million-dollar fund through the Global Housing Assistance Fund, and is a GP on over 1,300 units. In this episode, Jennifer talks us through...
Episode #94: Lead Generation and Conversion, with Cody Laughlin and Brian Alfaro 25.02.2022 19:18
Lead generation and conversion for residence is a crucial part of your inbound marketing strategy and building your tenant base, but many people still struggle with achieving their desired results in this area! In today's episode, Gary sits down with his good friends Cody Laughlin and Brian Alfaro to talk through everything you need to know about cultivating successful lead generation (otherw...
Episode #93: Looking at Opportunity with Gary Lipsky 18.02.2022 8:51
In today's episode, Gary takes a deal that he closed at the end of 2021 and uses this as a case study to show how he looks at opportunity! You'll hear a step-by-step outline of all the things he's looking forward to transforming on this one hundred plus property, beginning with the two reasons he prefers buying units over a hundred in an economy that's at scale right now. We th...
Episode #92: Financial Engineering with Nikolai Ray 11.02.2022 21:57
Today’s guest is Nikolai Ray, a Professor in Real Estate Financial Engineering, a FinTech entrepreneur, and a real estate investor. He has structured more than 10 billion dollars in multi-family real estate acquisitions and is also a former professional hockey player, which makes for a very interesting background! Join us to hear Nikolai’s thoughts on knowing your numbers, prioritizing your evolut...
Episode #91: Resident Retention Secrets with Robert Ritzenthaler 04.02.2022 16:44
One of the biggest costs in multifamily real estate is a high turnover of residents, which can be particularly tricky to manage when you’re taking over a new property. This week on the show we welcome Robert Ritzenthaler to discuss his resident retention secrets, as well as the biggest obstacles he’s had to overcome when taking over from previous asset managers. Robert has both an MBA and a CPA, a...
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