YOU SAID:
I don’t know how many times you have been in this situation
INTO JAPANESE
あなたがこの状況に何回いたかわかりません
BACK INTO ENGLISH
I don't know how many times you have been in this situation
INTO JAPANESE
あなたがこの状況に何回いたかわかりません
BACK INTO ENGLISH
I don't know how many times you have been in this situation
That didn't even make that much sense in English.