"This one might be best with a few hiking partners. I love that area, so I will keep that one in the memory banks."
I hope you end up doing it someday. It is one of those hikes that is aesthetically pleasing and just plain one heckuva lot of fun. To put it in perspective, I met an old guy up at Middle Crabtree Lake many years ago on a fishing trip. He must have been at least 70, but was one of those old codgers that had spent a lot of time in the mountains, and was still going strong. When he went on his way, he did exactly the rising traverse I described to you and disappeared over the over horizon as I watched with admiration. Ever since, I've been telling myself that when I grow up, I want to be like him. I'm getting there. The point being, and you can tell your wife this little anecdote, it isn't at all dangerous, just strenuous. Still, it would probably be even more enjoyable with a friend or two along, especially if you're into fishing. Middle Crabtree has some very large Golden-Rainbow hybrids, along with a lot of fat 10-12 inchers, and they make for great eating.
I went back and did the route as a day hike about 5 years later, with a friend, as part of a 9 dayloop from Roads End to Crabtree Lakes and back via Whitney Creek/Kern Canyon/Upper Kern Basin/Harrison Pass/East Lake and back. The day hike was one of the high points of the trip.
"I have thought about Kearsarge and possibly entering there and exiting at Roads End with a hike over Glen Pass and past Woods Crk. Crossing"
Another nice, laid back route, although I doubt it would take a week. One way to stretch it out would be a side trip into 60 Lakes Basin/Gardiner Basin. Gardner is a lot easier to get into from the east that going up Charlotte Creek from the Bubbs Creek Trail.