I stopped upgrading at version 4.14, in 1997. I think version 5 added layers and some other complexities that I just didn't care to deal with.
Eventually, I added Gimp to my "arsenal" for occasional complex work, but that 20 year old Paintshop Pro is still my daily driver for quick graphics stuff. Runs fine on Windows 10.
It occasionally goes on sale for even cheaper. Plus you can find it bundled for free sometimes, e.g. with a Panasonic camera lens: https://www.adorama.com/ipc2517mnk.html
Eventually, I added Gimp to my "arsenal" for occasional complex work, but that 20 year old Paintshop Pro is still my daily driver for quick graphics stuff. Runs fine on Windows 10.
Amazing piece of software and Minnesota!