Whatever happens, and whatever the weather is like.
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Whatever happens, and whatever the conditions are.
When something happens rain or shine, the conditions do not matter — it goes ahead anyway.
The weather is only the image; the phrase is really about a promise that holds even when it is not convenient.
"Come Hell or High Water"
—
Whatever obstacles appear, usually about difficult goals
"At the Drop of a Hat"
—
Immediately, without needing any warning
"Rain or Shine"
—
Reliably, whatever the conditions happen to be