I attached the PDF. I'll try the table feature out!

I just tried this out, and now I've gotten an "Object reference not set to an instance of an object" error on the Fill PDF activity. 

First, have you verified that the fields in your PDF are named differently?  For example the First Name fields are something like FirstName1, FirstName2, FirstName3; and not all FirstName.

Can you post a shot of your workflow For Each activity and your Fill PDF activity showing what you are using to fill in the fields?

I updated the PDF so that each field name is different and updated the workflow, but still get the "Object reference not set to an instance of an object" error on the Fill PDF activity.

What value are you using for your For Each Value loop?  Are you using a field or token that has more than 1 value?  If it only has one value, it would only do 1 iteration and therefore each field would be filled with only the first values.

It's one that has more than one value. I'm using a Date of Birth field. Aside from the Address information, all other fields are MV and the example document I'm testing has info for 2 people.

As far as the object reference error, if you changed the names of the fields did you put the new PDF in the Workflow Admin Console?  And did you refresh the fields on the PDF activity?

I updated the PDF from within WF, but I understand that to be the same as doing it in the Admin console and I updated the PDF within the repository as well , and I refreshed the fields in the PDF activity. 

So I found one field that wasn't getting data populated, which was causing the error for object reference. I don't know why the Retrieve Values isn't picking up the filled in template field, but for now I've resolved the object reference error.

In updating a few things, the Fill PDF table now gives me errors for all fields like this one, "Pattern for group " applied to field 'Eligibility Proof_2' resulted in the value 'Eligibility Proof' which dose not contain a valid index." I'm not entirely sure what this means. I added a Retrieve Values before the Fill PDF activity within the For Each Value activity group. I have the current value iteration as the Index on all of my field groups (e.g. %(RetrieveFieldValues_Eligibility Proof_All#[%(ForEachValue_Iteration)]#)).