Why can’t I roll infinitely

I know this question has been asked and answered but I keep thinking it’s not answered Context I only trade SPX. So once I’m in profit, I close my trade and start a new one with SPX. And cos I sell weeklies or shorter, there is actually not much extrinsic value left. And of cos since I close for profit means it’s OTM. Since I’m going to close one trade and open another trade, why can’t I just use the roll button and keep doing it? I can adjust the strikes as I deem fit. Seems like an easier way than to close a trade and opening a new one But note I’m only doing this for SPX and will only roll for winning trades. I learned a harsh lesson last Friday June 5 2026 when the stock market suddenly crashed that if u r itm, or close to it, no amount of rolling will help