Hi Bill,
I was just cruising the net and thought I'd look up your boat.
The bilge pump switch is electronic (not a float switch). I went through three of them altogether but they are not expensive. Sounds like it is working OK now though. The switch is zapped strapped to the bilge pump and lowered into "the hole". Takes a few contortions to get around the engine mounts but it is possible to bring the whole thing into the cabin. The electrical connections that I did are double heat shrinked (connector and marine grade tubing). I suspect that water eventually gets in at the switch body and the thing fails because when I have cut the connects out they have looked dry in the past.
The stuffing box has a grease fitting and was professionally repacked and the hose replaced two years before you bought the boat. Add grease with the grease gun to the nipple and all should be well for awhile. If there is more water dripping than you like when the motor is running, just add grease. This is probably better than tightening the stuffing as no groove gets cut into the prop shaft. With a grease fitting the drips will slow to nothing after a few hours but should be reasonable when running. Oh, I spin the shaft by hand as I pump to spread the grease around inside the fitting.
We were in Port Townsend last summer and looked for the boat but couldn't find it. Checked and one of the marinas said the boat had been there but there was no current contract. Just wanted to take a look at her...
We actually went to Olympia and back in our Yamaha 33 and that was an OK trip. Hope you're having fun.
R