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Suggestion: Do NOT have dividends re-invested to make keeping track of things easier. If you keep the fund for 20 years, do you really want to track down 20 years of quarterly dividend payments to find out your basis? And do you want to have to worry about accounting for the last year differently because it's short-term capital gains from the three dividend payments?

I dissagree, unless you spend the dividends you will have to invest them somewhere and whatever investment vehicle you choose will probably involve tax planning/record keeping. It is not that difficult to keep a spreadsheet with all transactions on it to track cost basis. (I've been doing it for over a decade tracking DRIPS, taxable accounts and even my Roth). The key is to populate the spreadsheet as time goes on; one transaction punched in every three months when you get your statement is a lot less painful than figuring things out using yellowed statements 20 years from now.

FoolNBlue (Reinvesting his dividends and closer to FIRE from doing so)
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