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Investors & landlords
Yes you need either the Desktop Home & Business program or the Online Premium version. You can upgrade to Home & Business from inside your Premier program. I would stick with the Desktop program. It has more features than the Online version.
You can do them 2 different ways from the Windows Desktop Home & Business program. Either Online using Quick Employer Forms (QEF) -or- directly on your computer with the built in W2/1099 Reporter. If you use the Reporter on your computer you have to mail them to the IRS and not efile.
In the Window's Home & Business Desktop program to Prepare W2s or 1099s, on the first main screen there are 3 ways to start. Either click on the blue button Start a New Return or click on Create 1099/W-2 or go up to File-New Tax Return.