It is so important to use specific prompts for package upgrading.

Think about what a developer would do: - check the latest version online; - look at the changelog; - evaluate if it’s worth to upgrade or an intermediate may be alright in case of code update are necessary;

Of course, the keep these operations among the human ones, but if you really want to automate this part (and you are ready to pay its consequences) you need to mimic the same workflow. I use Gemini and codex to look for package version information online, it checks the change logs from the version I am to the one I’d like to upgrade, I spawn a Claude Opus subagent to check if in the code something needs to be upgraded. In case of major releases, I git clone the two packages and another subagents check if the interfaces I use changed. Finally, I run all my tests and verify everything’s alright.

Yes, it might not still be perfect, but neither am I.