I have a 9'6" long board with classic 50/50 rails. Will these hooks support that or should I go with the SUP series?

Yes is will work great for a board that size

Actual size when closed?

measures 24 1/2" wide by 13" deep at the base tapering to 11" about 10" up from the base. It's 11" to 13" tall depending on how full it is and how tightly you roll it. It is absolutely perfect for my 2014 Suzuki V-Strom DL1000 Adventure - fits right on the passenger seat in front of my GIVI top box, straps down quickly with four fastek straps, allows access to my factory panniers, makes a great backrest on longer rides, and what's more matches the bikes paint colors exactly!!! I LOVE THIS BAG!!