Never. It's a marketing strategy. Some percentage of users will check these files into their repos, and some percentage of repo browsers will think "what is this X.md?" Given how much money people are spending on these things the value of having a unique filename must be enormous.
It’s a marketing strategy that works here and now, but “never” is a very long time. What could be seen as pioneers claiming names today could be also seen as retrogressive stubbornness tomorrow and lose its marketing value.