Have never seen anyone use a tool roll for socket
I've got a couple Wright/ Craftsman/ old Kobalt rails of sockets stuck in a couple pockets in an Ergodyne tool roll in the truck, see crappy attached pics. Occasionally a rail will slide out of a pocket if I'm heaving the roll around when it's open, but so will several other tools.
OP, I don't have any Dickies products, but I'm happy with the Ergodyne tool rolls and wrench rolls I've accumulated. The nylon and canvas versions are both well-made and durable.
The wrench rolls from Epsteins are great, especially for the price, but the pockets are pretty deep. Craftsman - length stuff disappears, long-pattern (Snap On standard length) fits pretty well - the smallest pocket is ~5" tall, the biggest is ~12".
JR