1. The title company sends me a 1099s from the sale of a home. Where do I enter that information? As of right now I just have it listed in other self employed income in one lump sum. If the sole prop has an EIN then that should be on the 1099-S which will marry it to the Sch C. It is entered as income on the Sch C in any way you wish.
2. I have two homes that were sold in 2020, how do I differentiate the two homes or do they get lumped together? They can be entered separately for your records however the total only gets reported on the Sch C. If the number on the 1099-S is your SS# then expect to answer an IRS letter in the future to explain why the sale is on the Sch C and not the Sch D.
