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I really dislike Leonard anyway you pronounce it. I think it's the -nard sound that is just really unattractive to me. Lennart is somewhat better, especially if you pronounce the t at the end as a t.

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I don't think there would be any spelling or pronunciation issues, at least not in the U.S.

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I don't think it's common anymore at all.

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Sure, why not? But Lenny seems more natural.