I am that generation, but I was blessed enough (not dirt poor) to have a family Windows PC at home, and my mom got me a HP laptop later because she knew I was gonna be going to a tech school program in my Junior year, and knew that Chromebooks were dogshit.

My tech teacher would constantly complain about the kids who had like zero Windows knowledge, and couldn't do shit like open a PDF in word, or simply find the terminal. I knew this shit would happen when I was in school, I literally told my mom that anyone who can't afford a windows device at home is fucked in the work environment. Compounded by the fact most teens are iPhone purists and make fun of Android, they're just too used to "shit just works"