I probably should have asked this previously, but have you gone to the "Customize Ribbon" section in the options to ensure that you have the DMsHelper ribbon option turned on?
Hey there, here's a quick beta build i put together with extra logging info that it will spit out:
https://www.dropbox.com/s/qal33lhkmrs2vel/v1.2.0-beta.zip?dl=0
This logs before any code is run so that i can see what code it's getting to and what it isn't. Doing some quick testing on my side, it looks like it should hit three total pieces of code during startup:
2020-07-30 08:47:24,541 [1] INFO DMsHelper.Main - Grabbed logging config
2020-07-30 08:47:24,557 [1] INFO DMsHelper.Main - Application startup
2020-07-30 08:47:24,992 [1] INFO DMsHelper.Main - Sending ribbon.xml to oneNote