WTH does the delay feature in automations have to reset if HA restarts?

Yea its kind of a pickle. I think the problem is that when seeing a PR/issue like that people would rather fix the underlying issue then spend time adding a warning like that. Which is a great sentiment but its been a very long time at this point and in the meantime many users are getting into bad situations with long delays not realizing the pitfalls.

My personal feeling is that one of the following 3 should happen:

  1. Wait steps and for options survive restarts and reloads (this WTH)
  2. Saving one automation does not reload them all (this WTH)
  3. A warning shows up for wait and for configurations that could take over 5 minutes (a stopgap if neither of the above happens)

#2 might ideally be combined with a documentation note that mentions restarts/updates kill running automations. But I think if that change was made its no longer egregious enough to require an in-your-face UI warning.

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