Well, found the leak...the hard way. My bilge pump took a crap and I wasn't paying attention and I had about 8" of standing water in the bilge! When I adjusted the stuffing box I either got it too tight or the packing was shot because it was leaking quite a bit again. I just repacked it again with the gore tex stuff, I will sneak up on the adjustment this time to be sure. While I had the floor up I shot some grease in the rudder for grins, what a pita! I had to put a 90 deg zerk in it to get the grease gun on it.

There is a small hole next to the bilge on my composite comp, looks to be a weep hole? Water comes out of it when I empty the bilge sump completely (on the trailer).

My sister took a picture of it on the water, this is just as I am pulling in after noticing the water in the bilge, looks a little lower than usual!