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A new Docker install was: clone (undocumented), copy .env.example by hand, fix an Unraid data path and a Perth time zone, replace `changeme`, run the start script, and then guess when the server was up. Start-Codeman.sh now does all of it from a fresh clone: - Preflight names the fix for a missing docker CLI, a missing or too-old Compose plugin (config --environment needs 2.27.2, docker/compose#11891), and an unreachable daemon (docker group, never sudo). - With no docker/.env, it asks three questions (data folder, port, password; Enter takes each default: ~/codeman-docker, 3000 or the next free port, a generated password) and writes docker/.env FROM the example, so every key the updater's diffRequiredEnvKeys expects is present. Mode 0600, host time zone, values Compose would interpolate single-quoted. Refuses $HOME, ~/.codeman (a native install's state dir) and anything inside the checkout (the image build context). --yes / no TTY take the defaults, --setup-only stops after writing the file. An existing .env is never edited, and root never runs the setup (Unraid keeps the hand route). - After `up`, it waits until the server answers (docker exec probe, crash loop caught by the restart count) and prints the URL, the LAN URL, the generated password and the logs/stop commands; --no-wait skips the wait. - `changeme` is refused before anything starts (the container publishes on every interface and holds the Docker socket); Update-Codeman.sh checks it before its build and down so the stack is never left stopped. - Compose settings are read with ONE config --environment call, with its error reported, instead of three silent ones. docker-compose.yaml and server.Dockerfile are untouched (their hashes gate the in-app updater), and .env.example changes values and comments only. Co-Authored-By: Claude Opus 5.5 (1M context) <noreply@anthropic.com>