At an old job I spent my first week on the job documenting the process from a wiki page into a bash script (albeit with some comment sections that said "do this manually"). A year later, one of our devs was up for a laptop upgrade and I convinced him to give Linux a try. I shared my script with him and he was up and committing code later that afternoon. The next week we had a company wide mandate to switch to linux for dev laptops.

Point is that just taking the tiny step of forcing this from a wiki page into code can tip things towards automation. The real difficulty is keeping those scripts up to date. I'm still working on a solution for that (hopefully I'll have something to share in the next few weeks).