In proseries professional (For the Individual)

(This is for Federal - If you have state(s) that require a separate extension you will need to look at the state forms as well)

go to the information worksheet

PartVII Check the box for File form 4868 then go to the 4868 and complete it.

Back to Homebase EF Center - Select the Client Extension (Should be 2 lines Federal Extension and Federal Return) (More if there is a state involved)

Efile the extension selected just like you would a return.

990 Is similar.