Adobe Sign- Mass Upload

So,  We have close to 200  employees who receive Addendum for next year to return back to work. Currently, we are only able to send one offer at a time to our managers to delegate them out to staff. I am unable to do a mass upload if multiple offers are going to one manager to be delegated. How can we get multiple offers sent out to one manager to save time on our end? 

Please respond with some clarity on next steps and if any upgrade is needed. 

Thank you