Today’s podcast is with Irwin Boris, head of acquisitions and investor relations at Heritage Capital Group, a 3rd generation family office with over $750MM in assets under management, whose Number 1 investment priority is Don’t Lose Money! Irwin does not believe in basing investment decisions on the IRR but focuses on underwriting investments to prioritize stable, ongoing cash flow while aiming to at least double equity through appreciation during the lifecycle of any deal. Evidence of the prudence of this approach, Irwin says, is seen in the current market where many sponsors and their invest ..read more

My podcast guest today is New York City's top investment sales broker, Bob Knakal, a gentleman and scholar, who has sold 2,276 buildings in the city with value of over $21 billion, the most ever for an individual broker in the city’s history and guess what, as soon as we started talking I knew all I wanted to hear today was Bob’s inspirational story so we barely discuss real estate at all. Instead, you are going to be learning how this charming man built his company, Massey Knakal that he sold for some $100 million despite having gone through hard times when he had to run the business entirely ..read more

Did you know a staggering 70% of real estate General Partners have less than three years of experience? So sayeth my guest, Mauricio Rauld, a securities and real estate attorney, expert in syndications and founder of Premier Law Group, while clarifying what lies beneath that statistic.  Specifically, and equally astonishing, is that Mauricio has seen syndications with dozens of co-general partners as a way of bypassing securities regulations which prohibit results based compensation for capital raisers. The guidelines for who can raise capital i.e. sell securities, are pretty clear and it ..read more

Today we are continuing our series on the tax benefits of investing in real estate, with a focus on Opportunity Zones with guest Mike McVickar, general counsel at Origin Investments. Mike has encyclopedic knowledge of Opportunity Zone laws, regulations, and benefits. There wasn't a single question that I could put to him that stumped him. Not that I was trying, of course, but, having spoken to a lot of folk about Opportunity Zones already, I have come to realize that this particular topic does require a very high degree of knowledge and expertise and that is exactly what you’re getting with Mi ..read more

When properly utilized, 1030 exchanges can be an invaluable tool in the savvy real estate investor's arsenal. Joining me today are Amanda Han and Matt MacFarland, husband and wife team at Keystone CPA, who expertly break down the complex web of rules surrounding these tax-deferral strategies. Our conversation begins with the foundational principles of 1031 exchanges, where Amanda and Matt illustrate how this mechanism allows investors to sidestep immediate tax liabilities, fostering portfolio growth. They compare the process to a game of Monopoly - upgrading from green houses to a red hotel wi ..read more

What is the short-term rental loophole and how can investors benefit? In this, the next in our continuing series on tax benefits for real estate investors, guest Tom Castelli, CPA, partner at Hall CPA, explains the short term rental (STR) loophole and explains in detail how investors can leverage the rule to get advantageous tax treatments. What makes the STR rule so interesting is the ability to use cost segregation studies to get bonus depreciation creating paper losses that can offset other taxable income. It's a potent strategy that, when wielded correctly, can lead to substantial tax savi ..read more

Today's episode is the next in our series on tax incentives for real estate investors and my guest, Dave Zook of the Real Asset Investor is a true master of the art of minimizing taxes while maximizing passive income streams. His career started investing in multifamily real estate, but he has successfully migrated into other tax efficient asset classes. You're going to hear from Dave his personal experiences of how high-income earners can develop programs for themselves for investing and living life tax efficiently. Dave describes the specific investments he makes personally and, without makin ..read more

Are you actually maximizing your tax deductions as a real estate investor? In this episode of our series on how the tax code applies to and benefits real estate investing, we investigate the complexities of Real Estate Professional Status (REPS) with Brandon Hall, a leading CPA specializing in real estate. Brandon breaks down the intricate details of REPS, offering a comprehensive explanation of its impact on tax deductions, and how it significantly enhances cash flow by allowing professional investors to offset passive income and capital gains with tax 'losses'. For those unfamiliar with REPS ..read more

In today’s episode you are getting insights into the world of advanced tax strategies and asset protection for real estate investors with Mark Swedberg of Royal Legal Solutions. Mark shares a wealth of insights, drawing from his company’s unique model that he likens to a "fractionalized family office," providing high-level tax and legal strategies not just for the ultra-wealthy but for anyone earning over $150,000. You’ll learn about the underutilized potential of private foundations, a strategy often misconceived as only for billionaires. Mark also shows you how setting up a private foundatio ..read more

My guest today is Aleksey Chernobelskiy who is principal at Centrio Capital Partners. Aleksey helps Limited Partners (passive investors in real estate syndications – aka ‘LP’s’) with existing and future investments, writing tips, and advising or providing educational content to help them navigate the current market, as well as make decisions on how to act and what to look for as they consider investment opportunities going forward. Aleksey is a prolific writer. His background includes having run a $10 billion commercial real estate portfolio and he has a quadruple major, (gasp), from the Unive ..read more