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I *have* had some PITA situations where I had to pull out 5 years worth of statements and manually add up all the reinvested dividends, but that was when I was with ameritrade, who gives you nothing on average cost or gains information. I sold six funds all in one fund family in 2001 and had to go through a stack of paper a foot high over a 2 day period.
Quicken wouldnt have helped me with that either, as ameritrade's electronic reporting to quicken reports dividends and capital gains incorrectly sometimes.
As a good rule of thumb, while still working and portfolio building, you might consider reinvestment and dealing with the paperwork. It helps towards building the portfolio, and you're paying little bits of the taxes while you have an income stream. While retired you might consider taking the dividends and gains in cash, since you're going to pay taxes on them anyhow, and using that to reduce your capital withdrawals to make up your overall withdrawal rate.
In some cases (like mine), the dividends and gains thrown off by the funds might make up your whole withdrawal rate.
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Many an optimist has become rich by buying out a pessimist
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