On my 50 cal the bilge line had to be run in a loop above the water line. The outlet to the pump was a straight shot leak any time you were not on plane. Also, the bilge line was leaking because the hose was rubbed through on the drive shaft from the factory. Also, and this was yuuuge the tray end of the hood was never touching the hood seal. I loosened the brackets, tightened the strap and pushed the bracket hardware so the tray end of the hood would be tight against the seal. I finally found this with a flashlight and a gopro under the hood. The water came in past the hood seal by the gallon!! Also, I replaced the flimsy condom hood seal with a watcon. (The end length was very close to an SJ for the 50cal.) The pole bracket and related, which you have found already, was a joke and needed attention. I added a second bilge pump and most importantly a ground strap from the battery to the ebox where the bilge takes its ground from. I sank once because the ignition lost ground 'somehow' and the bilge would not work either. (Not a fun surf day) I had to replace the midshaft as it was leaking like a sieve. Under power I think it pulled copious amounts of air through from the engine compartment. If I pinned it from a stand still it would just cavitate. :/
And mine was the Daytona Cherry Popper. So there was a bit more going on than initially thought. Frankly, at daytona I thought it was just bad skupper practice by me. And while there was that for sure, that was FAR from the only issue.