YOU SAID:
That made it more difficult
INTO JAPANESE
それがさらに難しくした
BACK INTO ENGLISH
it made it more difficult
INTO JAPANESE
それはそれをより困難にしました
BACK INTO ENGLISH
it made it harder
INTO JAPANESE
それはそれを難しくしました
BACK INTO ENGLISH
it made it hard
INTO JAPANESE
それはそれを難しくしました
BACK INTO ENGLISH
it made it hard
That didn't even make that much sense in English.