Acrobat plugin for Outlook on RDS issue

Hello,

I've been wrecking my brain for a solution to this. The Acrobat plugin for Outlook will only convert/append to a portfolio for the *first* user to use it. After that, all other users just get blank PDF portfolios. That is to say, the portfolio will create, it just doesn't have any text/data in it! No error message or crash, just no data. It's truly bizarre.

Here is the setup:

Windows Server 2019 Standard set up with the RDS role.

Install of Acrobat 2017 Pro using the customization tool with a serial number.

Outlook 2016 (M365 subscription installed using Shared Computer Activation)

Everything was working on a Server 2008r2 instance with the software set up the same, so I'm not sure what the missing piece is. I *think* I have a good bead on the issue being the process HTML2PDFWrapFor64Bit.exe getting locked to one user until that user closes Outlook. Once that happens, another user can then successfully convert/append. However, it's not reasonable to expect the users to close Outlook after every convert/append job. The only other forum post that has been remotely like this issue I found here:  https://social.technet.microsoft.com/Forums/en-US/fba22962-f945-42c1-9f81-2b968406fd24/outlook-2016-adobe-pdf-maker

Any guidance or help that can be offered would be greatly appreciated.