Hey @afxhead109, not sure if this is still useful but I had the same exact problem as you with Overbridge 1.15. I updated to Overbridge 2 today as well as the associated Elektron OS and it works like a charm. See thread here: https://www.elektronauts.com/t/overbridge-2-0-11-public-beta-plugins-drivers-and-firmware/80284.
What I gather may be the issue is that the latest OSXes (not sure from which version they started this) block automatically certain new software installed. To unblock, you need to go to System Preferences > Security and Privacy > General and allow Overbridge to run. I needed to do this for Overbridge 2 to run, and I may have forgotten to do it when I installed 1.15. In any case, the above works.
Hope this helps.