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To summarize everything worked seamlessly until the cutoff in February when I found out BMW would not let me renew ConnectedDrive services past the sunset even though they could verify I had a 4G TCU.
I walked away from the matter keeping the ability to perform remote operations like scheduling departures, preconditioning until 2024 and immediately losing real time traffic and BMW online after the sunset.
Fast forward to now. After getting system errors when trying schedule departures in the app a few days ago I logged in to the ConnectedDrive website to find a new item in the store:

I purchased the package out of curiosity, knowing I have 30 days to get a full refund should nothing happen. Well hours later real time traffic and BMW online is back!

So it eventually worked out after all those roadblocks.