You need to substitute "winning" for "being an idiot". It is an english language problem...If you spend $90 on a $50 item, you lose because you are losing mone

You need to substitute "winning" for "being an idiot". It is an english language problem...If you spend $90 on a $50 item, you lose because you are losing money. We are talking about lose in the "win/lose" usage of the word. You're not wrong, you're just confused.