Cron/Timers not working

Hello

I am running Hassio which is up to date ( Home Assistant 0.103.0) and I have been having trouble with automation’s that rely on time, these do not seem to be running (at least not reliably)

- id: '1561676435451'
  alias: Front Outside Lights off at 11pm
  trigger:
  - at: '23:00:00'
    platform: time
  condition: []
  action:
  - service: homeassistant.turn_off
    entity_id: group.outside_front_lights

as well as the standard python occasion script from the docs does not seem to be running more than once during startup.

  - platform: command_line
    name: Occasion
    command: "python3 /config/python/occasion.py"

I noticed this for the last couple of updates, was hoping that last nights upgrade would have helped. Any thoughts to what could be the problem, suggestions for troubleshooting?

Thanks
Bill

What doesn’t work? Are the lights not always turned off at 23:00? Get any errors in the logs when it doesn’t trigger but it should have triggered?

What is the python occasion script? Never heard of this, is it part of the automation above?

Just an idea … are you missing

 initial_state: true

for your automation above?