Retirement tax questions

There are over a dozen kinds of 1099's.  What kind are you trying to enter?   1099NEC?  1099R?  1099E?  1099B? SSA1099?  etc etc. etc.   If you have two of the same kind, you just enter the first one and then click that you need to Add one.   If you are filing a joint return make sure you enter the 1099 under the correct spouse's name.

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