I use Jobs [0] to manage this—it's an agent-first CLI to track issues and tasks. A single `job orient` command gives the agent the current task in the context of the larger plan. It's a replacement for Plan Mode and issue trackers, and it has allowed me to execute massive plans in parallel with minimal oversight. There's a web UI, but it's a work in progress.

[0]: https://github.com/bensyverson/jobs