[simultsop]

Leaking bugs, I believe, do not relate to static typing or dynamic typing; it mostly involves deployment. Your types might match, but you would still leak bugs in dependencies :/

From a CI/CD perspective, you should make sure that on updates, things won't break. As others suggest, a maintainable project would have test suites.

Except if you aim to have a program that you will never update again. Write the code once, compile it, and archive it. When you decide to keep that program available to potential clients, be prepared to back up dependencies, the OS it runs on, and everything that makes it operable. If there is a breaking change in the ecosystem of that program, it will break it.