Hello,
Thank you for reaching out here in the DocuSign Community.
I understand that after sending the envelope to Signer 2 you can only download one file.
Please keep in mind that if two or more signers need to sign the same document, it is recommended that they are added as recipients in the same document other than having Signer 1 sign the document, complete the envelope, download it, and re-upload it to DocuSign to send to Signer 2.
The reason why this is recommended is due to the signature in the first envelope signed by Signer 1 can be invalidated when downloading and sending to the next one. However, if you don't want Signer 1 to see some of the documents that Signer 2 needs to sign, I recommend using our feature, Document Visibility: https://support.docusign.com/s/document-item?language=en_US&bundleId=gbo1643332197980&topicId=eui1578456411411.html&_LANG=enus
Also, if the documents were uploaded separately, you will see the option to download them separately.
You can find detailed steps on how to add recipients to your envelopes, here:
https://support.docusign.com/en/guides/ndse-user-guide-add-recipients
Note: Some advanced features and options are supported only in certain DocuSign plans. Your account plan might not support some options discussed in this help topic. For more information about which options are available for your account, contact your account administrator. Or, visit our Plans and Pricing web page for more details on the features included with your plan.
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Let us know if you need further assistance with this.
Best regards,
Nathaly | DocuSign Community Moderator
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