Fuel pressure problem

[Disturbed]

I thought I had this problem figured out, but I guess not. When I'm cruising along at any speed under 30 mph, the engine is fine. When I go above 30 for an extended period, I get an alarm, followed almost immediately by the engine sputtering due to lack of fuel.

I shut down, check the fuel ball and its not flat, but you can tell there isn't any pressure there. I pump it a few times, start back up, and no problems for a while until I go above 30.

I've already replaced that line with a new one, and I can't find anywhere that it appears to be collapsing. I replaced the fuel/water separator about 2 months ago.

What am I missing? It runs great all the time at all speeds until I hit high speed that demands fuel.

On an unrelated note, I still have the DAMNED rooster tail from the transducer on my new fish finder. It is angled properly and at the bottom of the hull. It reads perfect, but it still shoots water straight up and all over the engine. WTF!!! Any suggestions would be great as I'm now starting to lose my mind. I don't want to keep drilling holes in my boat.