YOU SAID:

It's difficult to understand the lengths he'd go to remain short

INTO JAPANESE

彼が短いままでいるために行く長さを理解するのは難しい

BACK INTO ENGLISH

It's hard to understand the length he's going to stay short

INTO JAPANESE

彼が短く滞在する長さを理解するのは難しい

BACK INTO ENGLISH

It's hard to understand how long he stays short

INTO JAPANESE

彼がどれだけ短い間滞在しているかを理解するのは難しい

BACK INTO ENGLISH

it's hard to understand how short he stays

INTO JAPANESE

彼が滞在する時間が短いことを理解するのは難しい

BACK INTO ENGLISH

It's hard to understand his short stay

INTO JAPANESE

彼の短い滞在を理解するのは難しい

BACK INTO ENGLISH

it is difficult to understand his short stay

INTO JAPANESE

彼の短い滞在を理解するのは難しい

BACK INTO ENGLISH

it is difficult to understand his short stay