I just built me a new pc. First one in 15 years. I used to tinker with Linux a lot at that time.

Ubuntu 18.4: Hangouts screen share doesn't work, WiFi dies after resuming from sleep, and other minor things.

It has been 15 years and it still feels clumsy ... I was not impressed.

I had a similar experience with Ubuntu ten years ago. But now I have been using PopOS!_os https://system76.com/pop which is an Ubuntu distro, which has been the totally opposite experience. After the install I kept expecting everything to go wrong, and wifi not to work etc, but honestly "everything just works" seems to be the fitting description.

I still predominantly use Windows 10 due to gaming and doing a lot of .Net development, but I am changing jobs soon and I might just run Linux for a while. See what happens. Honestly my experience in Windows these days is one of pain and confusion. The file system is even annoying me quite a bit. Anyway, I probably just hit the hardware configuration sweet spot that mean't my Pop!_os installation wasn't riddled with driver issues.

That might be true, but on the flip side I have had things go horribly wrong with ubuntu where it either took me more then half a day hacking away at it, or worse case I just reinstalled ubuntu all together. Bad upgrades that break dependencies, video card drivers failing in strange ways, a bad boot that just drops me in grub, and etc. I even jump ship on distos when they annoyed me so much I wanted them dead. I mainly run lubuntu for my desktop needs and every now and then I think gentoo wouldn't do this to me gentoo might take 3 days for a upgrade to complete, but it wouldn't fail me like lubuntu is right now. Plus systemd makes me scream at night.

I'm trying to eventually move to just a laptop with an eGPU as both my work and game machine. I'd love to ditch Windows for Linux now that Valve's Proton is a thing. However I've spent too much money on Propellerhead's Reason and its Rack Extensions to easily give it up. Bitwig and Ardour are of course 1st class choices for a digital audio workstation on Linux, but I just found out that VSTs are OS specific as well.

No matter what I end up doing, I'll miss texting from my computer through iMessage.

That is exactly what I am doing. I just got an Aero 15 with a 1060gb, which I honestly think will suffice for most games I play.

But if I ever get into more graphically demanding games I can hook up an eGPU and throw in a 1080Ti or something.

WSL gives you an Ubuntu shell in Windows without virtualization. It's really the best.

Good joke.

Glad to see saying Windows users should experiment with Linux is still so controversial ¯\_(ツ)_/¯

Not controversial. Ubuntu specifically makes me unhappy.