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Originally Posted by SaveSome
For those of you taking withdrawals from taxable mutual fund accounts, do you use average cost basis or do you identify specific shares sold?* It seems a real advantage to identify specific shares to control gains (or losses  ) and not too difficult with a program like Quicken.
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Specific shares. I like Quicken's "Minimize Cap Gains" button, although I've stopped checking whether it's doing it right.
A caveat is that once you start identifying specific shares of a fund sale, you have to continue that method for ALL shares of the fund. This can get a bit tedious over the years, especially when you do those six-page Schedules D for selling those years of bi-weekly DCAs. When you buy 'em $400 at a time and sell a $40K chunk a decade later, you're going to do at least 30 or 40 line entries.
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Originally Posted by SaveSome
IRS Pub. 594 notes that a taxpayer must "[r]eceive confirmation in writing from your broker or other agent within a reasonable time of your specification of the particular shares sold or transferred." Do mutual fund companies generally accommodate this requirement?
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That's pretty funny! I usually send in a Quicken printout with a cover letter and I used to receive a letter back saying "We don't care." I think that's the "written confirmation".
In the last few years they haven't even bothered to respond and describe the depth of their apathy, but I doubt the IRS has the time or the staff to pursue this rule.