For most riders, 5+ pockets is more than you need—the classic 3-pocket setup handles typical ride essentials just fine. But if you're into bikepacking, ultra-endurance events, or long touring days where you're carrying extra food, layers, navigation devices, and repair gear, those extra pockets become genuinely useful.
The advantage is maximum organization: you can separate items so you're not digging through one stuffed pocket to find your phone while riding. Many 5+ pocket designs include zippered or smaller pockets for valuables alongside the standard rear pockets.
The tradeoff is fit. When you load up multiple pockets, the jersey can sag, shift, and even cause chafing—especially if the fabric isn't supportive enough. If you go this route, look for a jersey with structured pocket construction and a snugger fit to handle the extra weight without bouncing.