YOU SAID:
as that would cause him to lose sleep at night.
INTO JAPANESE
それは夜に彼が眠りを失う原因になるからです。
BACK INTO ENGLISH
It causes him to lose sleep at night.
INTO JAPANESE
彼は夜に眠りを失います。
BACK INTO ENGLISH
He loses sleep at night.
INTO JAPANESE
彼は夜に眠りを失います。
BACK INTO ENGLISH
He loses sleep at night.
That didn't even make that much sense in English.