I have a Toshiba Tecra A9-S9019V that has Windows Vista Business 32-bit as its OS. Since everybody has stopped supporting vista, I was thinking about switching to Ubuntu Linux. There are some windows apps I still would like to use. Should I first try to upgrade windows to Win 7 or switch to Linux and go from there?
Windows 7 will go out of support in January 2020, so going to Linux wouldn't be the worst idea. Also since your laptop is old you will get better performance with it from Linux. There is a good possibility that you can use WINE to run those Windows apps or there might be a Linux alternative.