I have a stock in the ESPP account. It was purchased in 95-96, so it is a long term holding, purchased over time with the same dollar amount every month. I have all records of all purchases (also involves partial shares). To get access to the shares I had to get a cerificate for all of them. I also have charity commitment and enough cash to fulfill it. But I wanted to donate appreciated stock described above and then use cash to replace donated shares, to bump up my cost basis. How do I identify for tax purposes the shares I give to charity (incidently, FIFO rule will identify the lowest price shares, which is what would be the best to donate).
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