YOU SAID:
"Bart wanted this game so bad, he almost ended up doing hard time. "
INTO JAPANESE
「バートはこのゲームをとても望んでいたので、危うく苦戦するところだった。」
BACK INTO ENGLISH
"Bart wanted this game so much that he almost lost it."
INTO JAPANESE
「バートはこのゲームをとても望んでいたので、危うく負けるところだった。」
BACK INTO ENGLISH
"Bart wanted this game so much that he almost lost it."
You've done this before, haven't you.