Hello, we finally got around to filing our 2019 1120S return today.  Must we file W2s and 1099s separately or somewhere else?   Does the TruboTax Business 2019 version automatically file W2s and 1099s with the 1120S return? 

You have to prepare them separately.  Did you prepare them?  It's too late to use Quick Employer Forms for 2019.  But you can use the built in W2/1099 reporter and them mail them.

In the Window's Home & Business or Business Desktop program to Prepare W2s or 1099s, go to Start a New Return or File-New Return.

Then on the next screen it asks What would you like to do?

Check the circle that says Prepare W-2s and 1099s for my employees or contractors.  Then that will expand and give you a choice to prepare them online or on your computer.  But as I said you will have to do them on your computer since Online is only for 2020 now.

W-2 and 1099 forms for the 2019 tax year was due 1/31/2020 so you are now more than a year late so expect heavy penalties to be assesed. 

And expect penalties for the late filed 2019 form 1120S as well  ... and if you were in business in 2020 then the payroll tax forms & the tax return are also very late ... get them completed ASAP. 

And if you as the working owner of the S-Corp are not taking wages and issuing yourself a W-2 then you have bigger issues to tend to ... seek out a local tax pro to get you up to date and help you get out of the penalties that are piling up as I type.  

And for the W-2 employees ... I hope you have been filing (and paying)  the quarterly payroll returns and annual payroll returns along with the FUTA, SUTA and any other state forms that are needed.  If not then you need to get help ASAP before they come looking for you.