Well, you're probably right about the bearing but that's not a Catalina 30.Between your line cutter, and your shaft zinc and the exit of your cutlass bearing I don't see enough clearance to allow for water flow from you shaft. Not sure how the Catalina30 works but I would lose that line cutter and make sure I had flow from my cutlass.
It's a Beneteau 393. Can you elaborate on this? Looks like a mess to me. What is a repair brace and why would it be needed? I am buying this boat, the survey is scheduled for the 27th. How difficult is it to replace a cutlass bearing? The boat is lightly used in beautiful shape otherwise.I bet that clamp arrangement is someone's idea of a repair brace for the stern shaft tube. The screw showing from the brace port is the trap screw for the cutlass bearing.