I think that OOP, like Lisp, lost a lot when Smalltalk machines went out of vogue. Ruby is a super cool language but doesn't have the same breadth as a OOP-as-OS system.
I think the Lisps kind of have up on being an interpreter and I feel they lost some of their power because of it.
I kind of see Ruby waning right now, I don't think it offers much with the development of LLMs. I don't think adding typing is the key - but I anticipate there will be a kind of LLM-powered Smalltalk resurgence