Price of hardware has become insane, and I wish I'd have built a new system before it got this bad. Now I'm in this state where I fear if I buy now I'll overpay, or if I wait it could possbily go even higher in cost. Which is a wild situation to be in.

I'm currently running Ubuntu 18.04 which is waaay out of date obviously.
But my reason for sticking with this sytem is I have so much bespoke configurations and installations that won't necessarily be there if I upgrade.
And my hardware is also woefully antiquated, but it still does what I need.

Recently I performed an update that I had put off for months and months, and ended up unable to login to my Ubuntu with Nvidia drivers.
I spent 4 days reinstalling drivers etc. with no luck.
But if I boot with Noveau(open source Nvidia) I can get in.

The main thing I don't want to lose is VMware Workstation because the majority of my VM's are for that hypervisor.
I also have a Pop_OS computer, and disovered that there were no VMware Kernel modules for it. But I don't recall if that's specific to it being Pop_OS, or if that's just newer Linux kernels in general.
There was a big shakeup and VMware got bought out by Broadcomm so I have to research my options moving foward.