Cricket,
Thanks for you service and keep the head low over there in the sandbox. ON the BD, they are overall very good bikes, but do require keeping up on the maintenance and like all dogs, giving it good love and let her run free when the chance allows.
The 300 tire should not be a major issue but will require some countersteer in the turns and more attention, but nothing that is not easy to get used to. There is a few here that have ran them on the Dragon to fine tune the pipes and get the custom fit from the dragging, so it will pretty much get anywhere you wish to ride it, not flicking it like a GP type by any means but in much more comfort and style.
You will have to be more attentative when riding on wet surfaces for with such a wide tire it can break loose very easy. Just allow yourself more time for braking, give plenty of room where you do not have to dump on the throttle hard to avoide it breaking loose and use you skills to control the fist tail if it does. I rode with a few others a while back and we ended up having to ride in the ride for awhile. All did fine including the wet bricks of Annapolis, just pay more attention and use common sense.
Let us know how you lean as the time gets closer and once again welcome to the site and thank you for your service.