"Just a huge boat in comparison to the Catalina 34."
I smiled, in a good way, reading that.
The Eureka moment arrived.
What you CAN do (enjoyment) and what you MUST do (systems monitoring and general maintenance). Is a big leap. Both grow. A lot.
You know boating. Its not starting from scratch. You are starting with a good platform under you, assuming a new survey confirms that. Lots to learn, but of course that's true for everyone else too.
Its used. It won't be perfect.
My smile? My last boat was sail, some years back. I get the perspective.
"Speaking of which, any concerns about keeping it on the hard?"
I just can't imagine how a plan to keep it on the hard and launch it with each use could work. We are talking about a boat that is 30,000 lbs dry, and probably 35,000 lbs with fluids and equipment. People take a lot of time to settle things out after haulout, and a lot of time to settle things out to splash it. The cost of haulout would be significant. Maybe you have a yard organized around that sort of thing, but its hard to picture it. Never seen that done before, which leads to a jump to conclusions of it may not be practical. Having said that, I've never seen that plan tried with a boat as big as a Catalina 34, and yet you are doing it, so what do I know.