I read the quoted material, but still am not quite getting what it is that you are trying to do and what part of doing it is giving you a problem.
I work with Outlook 2010 all the time, and have not seen any changes in JAWS behavior with it on multiple clients' machines with clients using multiple JAWS versions all the way up to JAWS 2018.
If I can get a clear picture of what it is you're trying to do I could probably help you to do it.
Brian - Windows 10 Home, 64-Bit, Version 1803, Build 17134
The real art of conversation is not only to say the right thing in the right place but to leave unsaid the wrong thing at the tempting moment.
~ Dorothy Nevill