YOU SAID:
I would walk 500 miles and I would walk 500 more.
INTO JAPANESE
私は500マイル歩くと私は500をもっと歩くだろう。
BACK INTO ENGLISH
As I walk 500 miles, I will walk 500 more.
INTO JAPANESE
私が500マイル歩くと、私は500をもっと歩くでしょう。
BACK INTO ENGLISH
As I walk 500 miles, I will walk 500 more.
That didn't even make that much sense in English.