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On a 1099-DIV, can I enter the Grand Total Dividends and Distrubutions as 1 entry or do I have to enter every fund individually?
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It depends on your preference - but it sounds like you don't want to enter every fund. If there is a Consolidated 1099-DIV for the entire amount, just enter that.
If each fund is listed separately, you can enter them separately - as long as they add up to what's reported on the Consolidated 1099-DIV, you will be okay. Some people prefer the detail.
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