I feel for you.
Nothing is new and the challenges are the same overall or similar during tech transitions. Remote Desktop apps are your friend in these conditions, but with lockdown challenges it makes it hard to physically go and install even those apps. During initial deployment, preinstalling Remote Desktop etc. would relief some grief.
But as usual stakeholders always lean on not upgrading to save costs, so many late night and little sleep for Admins to do unnecessary monitoring and patch reports etc. as it becomes most of the day job.
Microsoft was NEVER helpful and probably never will be intentionally when all they want is for you and your company to upgrade ($). They intentionally make it difficult so companies will give in eventually…Part of their business machine…but the Admins or System Engineers etc. who are the ones to keep everything going always suffer or pull their hair out dealing with these issues with their own company managers along with Microsoft.. this should be in the job description when applying: little computing..many reporting..politics…including headaches dealing with Microsoft. Part of the salary Or benefits should include having either a bottle of booze given once per week; company supplies of aspirin available, and hair dye maintenance supplies as early age grey hair challenges will come.
oh..the memories. Glad those days are gone for me
