Windows 9x was extremely time consuming to install with multiple reboots and before that it was all config files. Out of the box 95 couldn’t play media, connect to the internet (thanks trumpet), even access a cd. Normies bought machines pre-installed and got help when the system shit itself. Before there were scripted alternatives large scale Windows deployments were all imaged because of the hours it took to set up a single machine swapping floppies and writing to spinning rust. You had to reboot numerous times and use third party drivers and apps for everything. I recently installed a disposable Win 10 to do a firmware upgrade and Microsoft have come a long way though having to disconnect the Internet to get a local login is very dark.