My 1099-R withholds taxes in the mid 4 figure range. I can go online and
adjust the amount withheld on a monthly basis.
For 2013 I anticipate a doubling of the amount of tax due because of
some short term capital gain. The amount of the gain and the date depend
on when I sell some securities and at this time, I can't predict when
that will be except for the amount already sold.
1. One way of paying the additional tax due over the amount being
withheld is to file a 1040-ES on a quarterly basis and pay the
additional amount due (over the amount being withheld on the 1099-R)
based on the date and amount of the sale.
2. The other way to do it is to adjust the amount being with held on the
1099-R monthly to take care of the extra amount due as a result of a
sale in that month. That should, I think, eliminate the need to file a
1040-ES on a quarterly basis?
3. I could wait until January 15, 2014 and file a 1040-ES to cover the
entire additional amount due over and above what is being withheld on my
1099-R. However, I wonder if there is a penalty because I did not pay
when I incurred the capital gain?
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