Joseph Shaposhnik
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Portfolio manager at Rainwater Equity ETF; formerly at Fidelity, TCW
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The rotation toward the Mag 493 reminds Shaposhnik of the year 2000 rotation after the tech bubble, when the rest of the market was left behind for several years and then benefited greatly from 2000-2002 as there was a significant rotation back to traditional businesses performing well.
When Microsoft was asked whether it could return to being a capital-light cash flow compounding machine, management answered that CapEx growth for their business will grow more slowly than the cloud business growth rate, which means Microsoft is unlikely to get back to being capital-light for the foreseeable future.
The better route for capturing AI upside with less risk is investing in semiconductor suppliers of picks and shovels who serve multiple LLMs and hyperscalers rather than betting on specific LLM winners, because suppliers have more diversified customer bases and healthier access to capital.
On the magnitude vs. timing of AI investment payoff: It's producing significant growth for OpenAI and other LLMs right now; they're monetizing IP and growing revenue very rapidly. The question is whether they will generate significant free cash flow at some point, and whether there will be multiple LLMs at scale generating high returns, which technology history suggests is unlikely given winner-take-all markets.
The fund reduced software exposure dramatically in mid-2025 due to two factors: (1) realization that AI would disrupt many software businesses at an accelerating pace as LLMs improve rapidly, and (2) the illness and departure of Mark Leonard as CEO of Constellation Software, which triggered a disciplined reevaluation.
The Buffett 1987 letter quote: 'Experience indicates that the best business returns are usually achieved by companies that are doing something quite similar today to what they were doing 5 or 10 years ago...a business that constantly encounters major change also encounters many chances for major error...Such a franchise is usually the key to sustained high returns.' This principle drove the software exit.
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