It’s not currently possible to send multiple Sign Requests at once or to send multiple documents in a single Sign Request. You would need to send each document as a separate Sign Request, but you can send them from your DocHub Dashboard in the Documents or Templates section quickly by checking the box next to the PDF you need signed and then click on the Actions menu at the top of the list and choose ‘+ Share or Send’ and choose to Send Sign Request. Here’s our help article for sending one:
How do I send my PDF as a Sign Request?
We plan to eventually allow sending of multiple documents in a single Sign Request, but I don’t have any specific ETA for when that will be possible in DocHub.