Etymology

make it rain

Today it means: To bring prosperity or work to an enterprise by selling, inventing or other productive or successful activity. Full definition →

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The story

Originates as a slang term for throwing out lots of cash to dancers in strip clubs, as if money is raining down on them. Draws from its roots in rainmaker (“a medicine man who seeks to induce rain; (figuratively) a person having the ability to generate business”).

Etymology from Wiktionary, CC BY-SA 4.0.