"Okay, so the reason I initially did this was because I didn’t want to pay Contabo an extra $1.50/mo to have object storage just to be able to spawn VPSes from premade disk images."
I think there's a sweetspot between " I spent 50 hours to save 1.50$/mo" and "every engineer should be spending 250K$/mo in tokens".
Host employees still need to eat, if we can't afford 1.50$/mo, then we aren't really professionals and are just coasting on real infrastructure subsidized by professionals that pay for the pay-as-you-go infrastructure.
It's still possible to go even further to these extremes, there's thousands of developers that just coast by on github pages and vercel subdomains. So at least having a VPS puts you ahead of that mass competitively, but trying to save 1.50$/mo is a harsh place to be. At that point I don't think that the technical skills are the bottleneck, it's more likely that there's some social work that needs to be done, and that obsessing over running doom on curl is not a very productive use of one's time in a critical economic spot.
I write this because I am in that spot, but perhaps I'm reading a bit much into it.
The only area I think Windows may be better is the graphical user interface. Now, the windows interface annoys me to no ends, but GNOME annoys me and KDE annoys me too. I have been more using fluxbox or icewm, sometimes when I feel fancy xfce or mate-desktop, but by and large I think my "hardcore desktop days" are over. I want things to be fast and efficient and simple. Most of the work I do I handle via the commandline and a bit of web-browsing and writing code/text in an editor, for the most part (say, 95% of the activities).