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Inside My Alternative Portfolio -- Part II: Deal-by-Deal Results, Income, and Lessons Learned (2026 Update)
In Part 1 I explained the strategy, allocations, and overall performance of my alternative portfolio. Here in Part 2, I go deeper into the individual investments — including real estate, GP stakes, litigation finance, music royalties, private equity, search funds and more— along with income, distributions, lessons learned, and future plans. And I also discuss cash management, taxes and what I'm looking at going forward.

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Mar 824 min read


Part II: Warning Signs in a Deal That Later Collapsed
Real estate's long-term track record is excellent (comparable to stocks in raw returns and often superior on an after-tax basis). So why do I see so many real-estate investors end up with massive holes in their portfolios which they never recover from … and then conclude that “real estate investing doesn’t work”? This Part II does a deep-dive into a real-world example of an egregiously aggressive deal that imploded. It also explains the warning signs that were visible from da

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Mar 29 min read


Deep-dive into my Seven Figure Alternative Investment (and Real Estate) Portfolio: 2023 Q2 Update
Deep-dive into my Seven Figure Alternative Investment (and Real Estate) Portfolio: 2023 Q2 Update

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Feb 21, 202323 min read
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