It's also quite nice w/ a stylus, and Win2K was absolutely my favourite OS despite lacking explicit stylus support (as Windows XP Tablet PC Edition had) --- just need a 3rd party note-taking tool w/ stylus support and HWR.
I never got into HWR. I already type faster than I write with a pen. Waiting for it to convert my scribbles to text, even if it gets it right first time, is just a painfully slow process even on an ipad pro. I'd rather just use a touchscreen keyboard to write
It's nice for when one wants to slow down and think, or if one needs to take notes --- back when I was in college, while professors would often object to laptops, no one complained of my using a tablet and stylus --- also allowed for sketches/diagrams which I found helpful/useful.
Win2000 or WinXP would be a better choice due to numerous reasons though. Win2K with an SSD is absolutely going to fly on that thing.