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Level 15

When did that change?

NOTHING has changed.  Lacerte, ProSystem FX,  UltraTax - all high end tax prep software that I've used in the last four decades, to prepare well over 15,000 tax returns - do NOT require a separate listing.  NEITHER does the IRS.

ProSeries (probably) has to assist you in making sure *nothing* gets missed.  But it's a tool, that's all.

Your occasional IRS letters were not because a specific Form 1099 was missed in the listing.  Most likely they were because of a mismatch of ID numbers & names. 

Forms 1099 are supposed to be issued using an individual name & SSN.   OR, a business name & a FEIN.   If that gets messed up (which I see, regularly) there can be mismatch issues.   OR, a client forms an LLC, or incorporates part way thru the year but the F 1099's are issued under the wrong ID number