Where is debuggable code on the roadmap for Pulumi? I know we have pulumi.log (in Typescript) but that's not a substitute for breakpoints.

Here’s the issue that best represents this https://github.com/pulumi/pulumi/issues/1372. There are some strategies in the notes to get this working today, depending on your runtime / tooling. Also, can you add your use-case and intended usage there? It will help the work to get prioritized. Currently, it’s not on the list of short-term priorities.

We're using typescript, so we need to be able to pass the debugger flag in.

That is certainly a valid use-case 🙂… Make sure to add a comment with that color to the github issue.. It really does help prioritize that work.