Creating drawings from design tables?

I have 4 files each with a design table with 100+ configurations. Now I need to create a print with certain callouts including dimensions on the part (length, different length, etc).

This is for my job and will go to our manufacturer.

1. how do I create drawings from a design table without doing it one at a time?

2. how do I automate the dimension call out?

3. how do I customize a drawing?

4. can I automate naming?

Please eli5. Thanks!