Ditto to Adam. The infrastructure that my co-workers and I are responsible for already moved to 2016/2019 for the most part. A few "old" things are on 2012/2012 R2. Everything on 2008/2008 R2 is stuff that we host for vendors, sub-departments with internal support, etc. These are nigh impossible to move because either A) vendor support is lacking, B) vendor no longer exists, C) time/resource constraints keep the responsible parties from acting, or D) moving away from 2008/2008 R2 involves buying new hardware or entering new, cost-prohibitive support contracts with vendors. Microsoft can't do anything about that.
Microsoft