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長さを理解するのは難しいです。

BACK INTO ENGLISH

It's hard to understand how long he stays short.

INTO JAPANESE

彼の考えを理解するのは難しい。

BACK INTO ENGLISH

It isn't easy to make out his ideas.

INTO JAPANESE

彼の考えを理解するのは難しい。

BACK INTO ENGLISH

It isn't easy to make out his ideas.