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It is a very high-risk staging strategy. Can work but is more likely to make you boring than rich and losing sight of the original idea.
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Anecdote: the richest people at my library were the most reluctant to pay the smallest of library fines. Once the fine was 15p and the guy pulled out a clip of 20s as fat as my fist to pay it, after much fuss. "That's how rich people stay rich" my friend said.
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I sorta know this one rich guy - a data point. Used to throw lots of parties. Interesting guy, but he was unable to stay rich.
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It's really hard to switch between business brain (everything I say matters) and pleasure brain (nothing I say matters).
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