Barrett-I last rode the DD in 2010. I rode the first half with a friend who had to bail with a bad leg and the second half on my own. I like the company and Skipper and I have ridden together enough that we're comfortable with our pace etc. That being said, I can see where riding with a group might change your pacing. Like you, I like going fast down and slow and steady going up, at least on a ride like that and riding alone I also spend less time at the stops usually just long enough for fresh water and a piece of fruit. If I had some more hills in my legs I would join the madness! This year, however, the miles have been flatter as I've been riding the rail trail due to heat and wind. Enjoy!