I've had to on Linux for a very common wireless networking chip. Also for a scanner from a very common printer brand (that ironically has excellent support for printers on Linux). And this is Debian on a ThinkPad--a very common combination. Almost as good as Windows but given I had to load my wireless drivers via USB I still consider Windows the gold standard when it comes to built in drivers. It at least does well with networking drivers which is the most important and essential drivers to have. Everything else windows can easily download and install automatically over the network. I last did a manual install for drivers on Windows years ago cos it just does it by itself now.

Hm? Debian is famous for not including nonfree wireless firmware on purpose (drivers are an entirely different thing). They also provide an optional installer with these included.

So your example seems to be completely unrelated to the question.