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In answer to both of your questions;
- If there is an amount in Box 1A, 1B, and Box 5 in the 1099 DIV, If there is an mount in Box !A, then it is possible that the amount in Box 5 may be larger than the Qualified Dividends reported in Box 1B. The key factor is that the amount reported in Box 1A must be equal or exceed the REIT dividends reported in Box 5.
- After you report your 1099 DIV, there is a follow-up question that is titled Tell Us if Any of These Uncommon Situations Apply to You. in the selection, there is an entry for you to check that says some qualified or Section 199A dividends did not meet the holding period requirements.
