[petercooper]

One thing that really hurt Ruby was there was just way too many ways to accomplish the same thing

I dunno, to me it feels like that's why Python won. Python is more pragmatic, flexible, less wedded to ideals, and, I think, these things allowed it to pick up a lot of entry level developer attention especially in areas like data journalism, data science, ML, etc. which stole a lot of Ruby's "good for beginners" thunder. This is now paying dividends as all those new folks have cemented Python's now bread and butter projects like PyTorch as must-have skills. Ruby not ever really caring about Windows didn't help either.