Recent Newsletter Articles
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#96 Practical Steps to BYPD #2: Stay Realistic
A single $100,000 investment will not make you financially free. This is an extremely important lesson every passive investor must accept. 99.999% of the time, a single investment of $100k will not provide you financial freedom (the exception being an early investment in a unicorn opportunity). Too many new investors believe that a couple of…
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#95 Practical Steps to BYPD #1: Get in the Right Room
Breaking your paycheck dependency (BYPD) can seem like a daunting task. You have defined your investment thesis and know what you want to accomplish. The people you surround yourself with will determine how quickly you get there. That is why the next step is finding the right room: a group of people who have already…
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#94 My Thoughts on Crowd Funding Sites
As someone who focuses on passive income investing, I receive regular questions about real estate crowdfunding platforms such as Fundrise and CrowdStreet. The appeal is easy to understand. These platforms market deals with low minimums, often well below the $50,000 to $100,000 typically required to participate in a syndication. They claim to vet sponsors before…
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#93 Four Types of Diversification
Most investors understand that diversification matters and that having a single asset in their investment portfolio is extremely risky. Fewer understand what it actually means to be well diversified. Holding a collection of technology stocks is not diversification. Owning several apartment buildings in the same city is not diversification. True diversification operates across four distinct…
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#92 Book Review: The Five Types of Wealth
Most personal finance books operate from the unspoken assumption that financial wealth is the only kind worth building. They teach you to optimize your portfolio, minimize your tax burden, and compound your returns — useful tools, all of them. What they rarely ask is whether financial wealth can deliver the life you are trying to…
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#91 Different Real Estate Asset Classes: Cross Cutting Strategies
Identifying the type of property is only one way to break out asset classes. There are also a number of cross-cutting strategies that can be used independent of property type. These strategies cut across all asset classes and shape the deal structure, return profile, and cash flow characteristics of any specific investment. Two investors can…
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#90 Different Real Estate Asset Classes: Commercial Real Estate
Most investors who transition from residential to commercial real estate do so because they are looking for scale. A single multifamily syndication can deploy more capital, generate more cash flow, and require less per-dollar management effort than a portfolio of single family rentals assembled over years. Commercial real estate makes that scale accessible, but it…
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#89 Different Real Estate Asset Classes: Residential Real Estate
Most people think of real estate as a single investment category. When the topic arises, the conversation usually defaults to one image: buying a rental house and collecting monthly rent. This picture represents only a narrow slice of an asset class far more varied than most investors appreciate. Broadly speaking, you can break real estate…
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#88 1031 Exchanges: Deferring Taxes to Accelerate Wealth
Outside of depreciation, the 1031 exchange is one of the most favorable tax treatments available to real estate investors. Named for Section 1031 of the Internal Revenue Code, a 1031 exchange allows an investor to sell a property and, if certain rules are followed, to roll any gains from that property into a newly purchased…


