Now I'm thinking of going with the Kennebec for my Jaguar class and an OT Penobscot for my Jeep class .
You have a future in this..... one canoe is never enough. You should have a "pretty" one for showing off. You should have a beater for fishing and bird hunting. You should have a working canoe for trips. You probably should have a solo canoe for poking around. A canoe that portages well is good to have if you end up on a trip with lot's of carry's. You might decide that you want a courting canoe.... you should have a few Canadian canoes, canvas and wood strip. You should have a few canoes from Maine builders and certainly from New York builders. You should have at least one White, Old Town, Morris, Rushton, Gerrish, Chestnut, etc. It's worth having a boat or two from the current builders and of course you must have one that you build yourself.
You also need them in different lengths...14, 16, 17, 18, 20... Make sure that you cover the bases, canvas, cedar strip and lapstrake. Once you have all of the canoes you need, there are some really cute cartopper canvassed boats and of course there are the guide boats and sailing canoes. Others may see some holes in my list and add to it.
Yes, the Kennebec is the obvious choice, as long as you don't stop there.
All kidding aside, Kennebecs are good canoes. The only thing that I was not too fond of on the one I owned is the way the outside rails attach. That aside, they really resemble Old Towns in appearance and handling.