Retirement tax questions

Yes, you need to enter both the 1099-R and the 1099-B since the IRS will expect to see both of these reported on your income tax return.

Your "doubled withdraw" problem comes from using the wrong basis in reporting the sale.

Assuming a "same day" sale:

Typically what happens here is the 1099-R will have 3 boxes filled in: Box 1 with the gross distributions, Box 2a, the taxable amount and Box 6, the NUA.

Your basis is the Box 2a amount.

Just be sure that you record the sale as "long term" to get the proper capital gain rate.

Tom Young