Hi Adam,
Sorry for the delay in response to your query.
As per the issue description, you are not able to use the Adobe Send and Track with Outlook, Is that correct ?
The records shows that you have an active subscription of Adobe Send and Track, Annual under your Adobe ID.
You can access Adobe Send & Track from various places.
Use your browser - Sign in with your Adobe ID at https://cloud.acrobat.com/send
Choose Send & Track while working in free Adobe Acrobat Reader DC desktop software. http://get.adobe.com/reader/
Choose Send while working in Adobe Acrobat Reader mobile app for iOS or Android. https://itunes.apple.com/app/adobe-reader/id469337564?mt=8 and https://play.google.com/store/apps/details?id=com.adobe.reader
Download and install the Microsoft Outlook plug-in at no extra charge.https://www.acrobat.com/en_us/landing/adobe-send-track-outlook-plugin.html
You may have to uninstall the Acrobat Standard DC from the computer, please sign out from the Acrobat before uninstall.
Use Adobe Rerader and Acrobat Cleaner tool for uninstallation: http://labs.adobe.com/downloads/acrobatcleaner.html
Once the software is uninstalled, reboot the computer and install the Adobe Reader DC and sign in with the Adobe ID and Password under which you have the Adobe Send and Track subscription.
Let us know how it goes.
Regards,
Anand Sri.