Dropbox is a big user of Python. It’s our most widely used language both for backend services and the desktop client app (we are also heavy users of Go, TypeScript, and Rust). At our scale—millions of lines of Python—the dynamic typing in Python made code needlessly hard to understand and started to seriously impact productivity. To mitigate this, we have been gradually migrating our code to static type checking using mypy, likely the most popular standalone type checker for Python. (Mypy is an open source project, and the core team is employed by Dropbox.)
Dropbox has been one of the first companies to adopt Python static type checking at this scale.