Integrate multiple Onboarding checklist tasks with DocUSign

I understand you can integrate Onboarding checklist with DocUSign, as a single envelope requesting an electronic signature for a specific task.

However are you able to create and integrate multiple envelopes with DocuSign? Meaning if you require an electronic signature on multiple documents, can you configure multiple tasks, one task for each signature required?

Also if we have multiple users (agencies or companies) with their own DocuSign account/license, are we able to configure the integration? Are all the users required to be using the same DocUSign account/license for this functionality to work properly?