G & I got there around 7:45 to pick up our t-shirts, enjoy a pancake breakfast, and watch the impressively in-shape people arrive. It seemed like most folks had some sort of sponsored jersey from a previous ride and that was rather intimidating. If I knew anything about bikes besides they have two-wheels and some gears, I might've been more impressed with the quality of bikes there too. Some of the riders were clearly in groups with matching apparel and some even had support vehicles following them. We also saw a handful of tandem road bikes. I can't imagine riding with someone else on a road bike, I can barely keep myself stable.
They started the ride at 9:30 with a bag-pipe player and the 62-mile group going first then having the rest of us roughly stage ourselves behind that group. The entire ride was nicely organized and set up. There were bright arrows painted on the roads for all major turns and even straight arrows for minor roads we were supposed to pass by. In addition, for the 40-mile ride, there were 3 rest stops set up. Gatoraid, water, fruit, pretzels, and cookies.

The first little bit was nice flat (for VA) road where the group could really spread out and I felt rather comfortable just taking off on it. The first real hill of any sort G & I passed a bunch of people on the way up and that felt great. The route we do from work has a much worse hill, so we know how to keep going and climbing, where as a handful of the folks got off and walked it.
The real b*tch of a hill went on for what was probably 3 miles and a good 30 minutes. (All times in this paragraph are relative because I didn't check my watch). At first I didn't think too much about it, but after about 20 minutes of riding up hill it was getting rather tiring and steeper. I just stayed in first gear for what seemed like forever. Not really passing anyone, not being passed, just slowly grinding up the hill. The one thing that made me smile is that just when I was getting to the point of physical and mental exhaustion of "when will this ever end?!" I came across a note painted on the ground "Almost there!" It made me smile and meant the folks marking the course weren't actually trying to kill us and did want us to make it.
After that b*tch of a hill, I was determined to enjoy all of the downhills from then on out. Up to that point I was rather scared of going too fast and losing control, but now it was just a matter of shear "me against the hills." The hills may get their pain on the way up, but I was going to take my pleasure on the way down!
After that first killer hill, none of the rest were all too hard. Right before the 3rd rest stop there was a rather long one, but we took a break mid-way up so I could eat (not quite the right word) a power-gel because my energy was starting to fade.
All in all, I kept up with G reasonably well. We did approximately 10 mph. That is pretty slow all things considered, but hopefully as I do more hills (both up and down) I'll be able to speed that up.
At the very end, I was rather sore but I accomplished a lot of my goals of just making it all 40 miles with minimal whining. I enjoyed a nice rest in my car and plenty of advil (see picture).