Hi Flotsam and welcome to the forum!
Q1  Cheer up -- It was manufactured only 10 months ago and is virtually identical to the '07 models, without the price increase!
Q2  Make sure it rotates freely, but not loose.  Use a little silicon spray from time to time to keep it lubed.  Wiggle the rudder as you lift.  There is a "lift" bungee that can be replaced with a loop (Hobie can elaborate on this) to give a little firmer lift.  It'll break in with use (sort of).
Q3  Use the new manual if it's better.
Q4  A much better leak test is to put it in the water and see if it leaks -- saves a lot of water!  Only if you discover a leak would you want to use your neighbor's method to locate the source.  A small amount of water will enter through the cable openings and rudder controls, so no need to chase ghosts!
Q5  Look on the KFS forum 
http://kfs.infopop.cc/eve/forums/a/frm/f/5086057385 and check out the posts from 
Apalach.  He is the master of lanyards and shows such an installation.
Q6  Depends on how big a hole you make.  You Tejans have to be careful!
Q7  Request a kayak parts and accessory brochure and price list from Hobie.  It will serve as an excellent reference.
Q8  Try Mumps.  It ought to buy you a couple of weeks.
Q9  Whatever floats your boat!
We'll be looking for your review. 
