Checkboxes to generate letter

I am currently building a User form for some letters we use at work and I would like to design the userform to generate the letter with mostly just checkboxes. e.g.

Your application cannot be completed until the following is received: A Statutory declaration providing a statement in regards to your: financial situation

In the above example I would need two checkboxes.

Checkbox 1:

A statutory declaration providing a statement in regards to your:

Checkbox2:

financial situation

I guess the question I am asking is in two parts:

1: How do I get checkboxes to generate text?

2: How do I get multiple checkboxes to generate text against the same bookmark/s?

I may not need a Statutory Declaration, I may need a "certified copy of:" ---"bank details, proof of identity, proof of citizenship"

As you can tell from the user form it's pretty extensive and all the checkboxes in the lower half of the form need to generate text. Grateful for any advice or direction or resources or anything.