The problem with JavaScript is that it's a terrible example of a dynamically typed language.
> The benefits are a vastly improved safety net at a very minimal cost, smarter tools
That's entirely subjective. As far as tooling, I get the impression from my coworkers and what I've seen online that people that love TypeScript love big bloated IDEs. They love having their IDE tell them what to do. And, personally, I find their usage of IDEs to be a crutch that prevents them from transitioning from a plateau of mediocrity to being a great developer. They don't understand the code. They merely throw things together that match the types that their IDE tells them, like LEGOs. Then they spend hours trying to figure out why their code doesn't work.
As far as the cost goes, my experience has been vastly different than yours. TypeScript is killing my organization. For no real benefit. The warnings it produces are for theoretic bugs rather than actual bugs. The warnings TypeScript produces are incomprehensible to most developers. And when they finally quiet TypeScript down, they don't realize they have the wrong types! No one seems to fully realize how easy it is to get TypeScript wrong. Your code gets littered with ts-ignore and "any" types and suddenly you have a mountain of tech debt. Code becomes ugly and difficult to read with type annotations. It's hard to imagine anyone actually winning in this war of attrition between clean, simple, readable code and TypeScript.
If you're doing TypeScript and having an easy time of it, you're most likely doing it wrong. TypeScript is incredibly nuanced.
Management loves TypeScript though. It's a shield for responsibility. When bugs happen (and they still will with TypeScript), they can point to TypeScript as something they tried. They didn't fail the organization, their technology failed them.