Hello, ​@gershone 

Yes, you can.

Regarding “if someone with a seat on our account is going to countersign the contracts is that a second envelope or the same envelope?” A: if such user is in the same line in the .CSV file so you don’t need a second envelope. In the .CSV file each line represents ONE envelope where you can have many columns as necessary, for example, columns for the external and/or internal recipients.

This video explains how to use Bulk Send: 

This checklist explain everything you need in the .CSV file to be used for the Bulk send operation:
Bulk Send Checklist

https://dsucustomers.docusign.com/km-guide-docusign-bulk-send-best-practices-checklist/2135879

I hope that helps, if so, I’d appreciate your Like here.

Best,

Alexandre

Thank you. Can we setup bulk unique authentications for each row? 

Hello ​@gershone,

I hope you are doing well. Yes, it is possible. The authentication information is entered in the bulk recipient CSV file directly. Please see articles:

Add Authentication Settings for Bulk Send

Add Recipient Authentication/Identity Verification Information to a CSV

Let us know if you need further assistance. Thank you!

Best regards,

Melanie | Docusign Community Moderator

"Select as Best" below if you find the answer a valid solution to your issue.

Hello ​@gershone,

I hope you are doing well. I want to confirm if you were able to solve your issue by utilizing the suggested solution or if the information provided was useful. If so, please mark it as the "Best Answer " by clicking “Select as Best” to make it easier for other users to find. Otherwise, let me know and I will gladly help you address the situation as soon as possible. 

Let us know if you need further assistance. Thank you!

Best regards,

Melanie | Docusign Community Moderator

"Select as Best" below if you find the answer a valid solution to your issue.