The WaPo article is very clear about the limited nature of his role (pitching to Hasbro that they should bring these toys over) -- and spends a lot more time on the fact that he was a surviver of the nazi concentration camps (and has some funny anecdotes about that, along with the whole "his parents were executed and thrown into a mass grave" stuff). Overall, a nice article. Plus, his story allows them to write things like this:
“The Nazis took away his childhood,” a cover story for Newsweek magazine declared of Mr. Orenstein in 2016, so he “taught the world how to play.”
As far as why he is getting so much notice for "some reason" -- I suspect it is simply that he knew people, and they knew they had a moderately interesting story, and the Transformers are a minor element of the story, but a hook. (Or the Jews run the media... "some reason" always seems suspicious). Why did the dude get a cover story in Newsweek is 2016? Who even knew that Newsweek still existed in 2016?
CNN chops the story way down, and loses chunks, leaving Transformers as the opening of the first sentence with little nuance, and spends the rest of the smaller article on everything else.