Hi @kburnett01
We have already been chatting using other channels and therefore I am not sure, whether your still interested in me answering this question.
I haven’t received any feedback (neither positive nor negative) that there is an incompatibility with iThemes Security.
I know of customers that successfully use the Ultimate Member plugin in combination with the WPO365 | LOGIN plugin. Some use the WPO365 | ROLES + ACCESS extension to assign users into custom WordPress roles and then Ultimate Member “takes over” and works with those roles to apply member-related rules and conditions.
I haven’t received any feedback on compatibility with WP Cloud Plugin Share-one-Drive. Both plugins of course would do some magic with Microsoft access tokens and it may be that both plugins try to process tokens received from Microsoft. I recommend that you test this extensively before you move to production.
Hope this helps!
-Marco