Adobe Send & Track encountered a problem with one of your attachments - Outlook 2016

Hello,

I have several licenses of Acrobat 2015 Standard purchased through Lenovo bundled with the PC at the time of purchase.  Lately, we have been having a problem with my clients and they get the error message in the subject of this post "Adobe Send & Track encountered a problem with one of your attachments" when attaching any file type of any size to a new email in Outlook.

Here are all the steps I have tried to resolve the matter.

1. Cleared my Adobe cloud storage

2. Removed the software, reinstalled the software, updated the software, signed in to Adobe cloud account, still get the same error

3. Signed out of Adobe Cloud from the "Help" menu in Acrobat, signed back in, provided key to activate, still get the same error

Other notes: Usually when this happens I have resolved the matter by the steps below

4. Yearly I have to sign my clients out of their Adobe Account and re-enter the activation code in order to keep the send & track functioning

5. Adobe account signs the client out, I sign my clients into their Adobe Account and re-enter the activation code

How do I resolve the issue "Adobe Send & Track encountered a problem with one of your attachments" from a new email in Outlook? 

More Questions:

What is the Adobe Cloud storage limit for my product?

What is the size limit for the attached file?

My email associated with the account is ehayes@srgnc.com.

Thank you

Edward Hayes