People are willing to pay more for a Mac Laptop/ desktop because the overall experience is nice. The screen, the construction, keyboard (save the shitty one), trackpad, Retina display, high speed SSD, etc all significantly affect user experience.
When the primary use case is sitting in a closet and serving up bits quickly, it quickly boils down to bang for the buck where the Mac has always lagged. The M1 could very well change this though. Particularly since power use is significantly better.
Also, when the Xserve was around, there weren't nearly as many iPhone developers looking for CI solutions. Seems like now there would be a pretty healthy demand for that alone.
The workflow from approving a $85/month cost can be significantly easier than approving a $1,099 purchase.
Also, renting an machine from a 3rd party might allow you to avoid dealing with a dysfunctional IT department.