Thanks for the comments.
Yes, I have read other trip reports and have heard from many experienced hikers that the SHR was far harder than they had anticipated. Certainly realize that this itinerary may be too ambitious, and if so, there are ways I can reduce the mileage/intensity if need be. I hope I won't have to do that, but if I do, I'm ready for that possibility.
I'm thinking my fitness is where it needs to be. I did 60 miles on the AT in the Smokys in a weekend 2 weeks back and have been hiking a lot in the past few months. I also do a good amount of running (trail and road), cycling, racquetball, and weights. If the elevation, terrain, or bad luck kicks my ass, I'll still have a great trip out there. It's really all about experiencing the grandeur of nature and being humbled by my surroundings. I love an extreme challenge, especially in the outdoors.
I'm also carrying with me a DeLorme InReach (similar to a SPOT, but more reliable and can do 2-way text messaging).
Bob Burd is truly awesome and inspiring. His trip reports and photos have been one of the most valuable resources I've had in preparing for my trip and putting this itinerary together.
Can't wait to get out there.