How we run dozens of coding agent sessions on one Taskhold board

The numbers after eight days

Every task was filed by an agent, none by hand: when Jake asks for something in a session, the agent puts it on the board before it starts.

The one rule every session follows

A short section in the global ~/.claude/CLAUDE.md applies to every session in every repo (the pattern is in the CLAUDE.md task workflow). The agent files each request with steps, completes steps as it goes, blocks with one question when it needs a decision, and finishes with a summary of what changed.

# tasks (Taskhold)
Use Taskhold for all work. I watch the live board instead of scrolling chat.

- always pass project: "<repo folder name>"
- every request goes on the list: taskhold_begin with title, project, steps and
  agent: "Claude Code in <repo>"
- each step done: taskhold_complete with start_next: true
- long step: taskhold_progress every few minutes, with a plain-sentence message
- waiting on me: taskhold_block with one clear question
- done: taskhold_complete on the task with what changed and how you checked it

Projects are matched by name, so an agent working in a new repo creates its project on first use. Nobody sets anything up per repo.

What the live board replaced

• Switching between terminals to see which session was still working. The live board shows every running task with its progress bar, the step it is on and its last message.
• Questions lost in scrollback. A blocked task moves to the top under Needs you with the agent's question and suggested answers, and gets answered from a phone.
• Asking an agent what it did. The finished task carries a summary of what changed and how it was checked.

What still goes wrong

• Progress is self-reported. An agent that says 80% may be stuck; the board shows when each one last reported, so a quiet session stands out.
• Sessions end without closing their task. Some of the 55 in-progress tasks belonged to sessions that stopped mid-way; the morning summary lists agents that went quiet so they get closed or picked up.
• Steps vary in size. One agent plans three steps where another plans ten, so a percentage is a rough guide, not a clock.