Okay - I did my first 100 mile ride yesterday. Unassisted, with two other cyclists. It was way hotter and more humid than we anticipated. Ended up stopping twice to load up on gatorade. Ended up with just over a mile in climbing and 4500 calories burned. Got enough achievement points to be the first 500 pointer at Fit Leagues!
The climb at Sugarloaf is 400 ft in just under 1.5 miles and we did it three times in a row. Coming down was fricking insane. There is nothing like flying down a winding mountain road with hairpin switchbacks. It was so great.