@<1541954607595393024:profile|BattyCrocodile47> first let me say I ❤ the dark theme you have going on there, we should definitly add that 🙂

When I run

python set_triggers.py; python basic_task.py

, they seem to execute, b

Seems like you forgot to start the trigger, i.e.
None
(this will cause the entire script of the trigger including logic to be launched on the services agent)
BTW: based on the diagram I would actually check the ClearML pipelines from decorators, you can just do try/except on each function/component and have full logic there, instead of external trigger logic, that you currently have.