No. of Recommendations: 1
do you have to keep track of the cost basis for every share purchased by dividend distributions

---yes, but it's generally not as bad as you think, because most of the brokerages that offer free dividend reinvestment also track your cost for you. They have to: the government has put that onus on them for 1099 reporting purposes in the past 10 years, so now they do it.

It was a major hassle a decade ago.
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