• Build a custom image and replace upstream entrypoint with docker-entrypoint-custom.sh (strict fail on flag script).
• Introduce set_flags.php and wire via ESPOCRM_SET_FLAGS_SCRIPT; apply flags at container start; clear cache afterwards.
• Keep exactly one Docker volume (data:/var/www/html/); drop separate custom/extensions mounts.
• Compose: use custom image, add healthchecks & depends_on for daemon/websocket; keep service healthy gating.
• Ansible: deploy scripts, build & up via handlers; patch siteUrl as www-data; run upgrade non-fatal; always run flag setter.
• Vars/Env: add ESPO_INIT_* toggles and ESPOCRM_SET_FLAGS_SCRIPT; refactor variables for scripts & custom image paths.
Conversation context: https://chatgpt.com/share/68dd1992-020c-800f-bcf5-2db60cb4aab2