YOU SAID:
If I had a dollar for every time I was bored, I could retire tomorrow.
INTO JAPANESE
退屈するたびにドルがあれば、明日引退することができます。
BACK INTO ENGLISH
If you have a dollar each time you get bored, you can retire tomorrow.
INTO JAPANESE
あなたが退屈するたびにあなたがドルを持っているなら、あなたは明日引退することができます。
BACK INTO ENGLISH
If you have a dollar each time you get bored, you can retire tomorrow.
That didn't even make that much sense in English.