Annotation possibilities

REQUEST #1
For bookkeeping I need to annotate (not just comment in whole) in place of document.

I did this in the past by using pdf online annotation tools.

Basically I checkmark single items on bank statements if I have found the related document for the item for instance, of some notes for items to my account.

REQUEST #2
Is there any way I can annotate (write) my native currency conversion onto the document - in the bottom left corner for example?