Quite a few large companies have found themselves in this situation: Very large codebases in a programming language without types stop being fast to develop in. Then you get to either rewrite everything, with the well documented risks, or start doing all kinds of other things to make programming safer, like banning certain parts of the language, until eventually dedicating a team to improve the language is the most cost effective way to go.
In this case, I am also pretty certain that the interaction with data started having informal types a while ago too.
What I find really interesting here is that what starts as a library to help a single company handle the subset of Ruby they were using in the first place now aims to be good enough for general purpose Ruby outside of said company. It's one thing to have problems with an experimental, home-made thing, and just get support via slack, but adding this to the language has a far higher barrier. This is also probably the reason it's not OSS yet: The code that is enough for production use in Stripe's approach to Ruby might not be the greatest in a random codebase with different opinions on how many dynamic methods you want to have.
So it's not that a team decides to add types to Ruby instead of just picking a language that already has the types: It's solving a private problem and, a while later, realize that accidentally the solution is very close to being good enough for the language.