Retirement tax questions

Don't know about your 1099R problem.  I'll page @dmertz 

 

But for SS.  If the other income is low (because the 1099R isn't showing up as taxable) then none of the SS will be taxable.   Up to 85% of Social Security becomes taxable when all your other income plus 1/2 your social security, reaches:

Married Filing Jointly: $32,000

Single or head of household: $25,000

Married Filing Separately: 0