Good luck! I hope I will be able to see your trip report soon.
I am not able to join you, but like you I am also reading and making plan to do the route. This route you posted is spectacular and I hope you will complete it safely. For plans like this is good to have a car at the end of the route (in Bend).
In my case, I am kind of limited with transportation. I don't drive.
I have to always plan loop rides and use public transportation. It is a very difficult to find bike partner for harder trips and I will probably do route solo. My plan is to loop it and follow Scot's route he created. It is really something special!
http://salsacycles.com/culture/the_oregon_hot_sisters_routeI will take Amtrak train from Vancouver BC Canada to Eugene OR USA. This will put me in proximity to Oakridge OR, where I will enter the loop. I am not sure of dates, but I am aiming for September. Good thing of riding solo is I could always cancel my trip, if weather forecast is bad. I am not going to hurt anyone's feelings and feel bad.
Bad thing about riding solo is not really 100% fun. Things turn bad sometimes, and having a good, reliable friend is critical!
I wish you luck and your experience will help me a lot!