Even with fancy accountants it's fiendishly hard to reduce that one.
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Exhibit 1.A: Owning an index fund, vs. owning a basket of all the individual stocks so you can sell off those that didn't "appreciate".
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I've done that, helps a little but large pain and funds rebalance without tax so goes both ways. Mostly just happy to pay cap. gains rate!
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Exchange funds are a fancy way to diversify while avoiding realizing capital gains, but they're only worth it above several millions.
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Progressive tax on wealth
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Algorithms to live by has a chapter on the computational costs of our decisions to others. No reference to policy though
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Fair Tax with Prebate is the answer
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