Is there a way to automatically include a page # and a document # with every digital sign?

A digital signature isn't like a signature on a sheet from a document. Think of it more like the whole document being bundled up, and sealed in an envelope. The signature is on the envelope and used to detect tampering. This means it is impossible to add a page to a signed document without needing a new signature.

The problem is trying to move from paper-based to digital signatures. They aren';t the same sort of thing. On no account would anyone digitally sign a document without reading the WHOLE thing. The signature isn't on a page, and indeed it is vital to train your users NEVER to look at the page to see if a document is signed. They need to check the signature view, because a stamp on a page could be faked in seconds.

However, as a transition aid or where the signature may be uncheckable (e.g. if it is printed), you may indeed do what you want by stamping pages and only then adding a digital signature.