Hey Matt- wow that’s a lot to think about. You make some really good points, and I can definitely recognize some people I know in your descriptions. I think in a way it may be a gift to not be “cool” in your youth. For instance I was considered a Theater/Shakespeare nerd through high school. My favorite singers at the time were Carly Simon & Bary Manilow. Cool was not a word that applied to me in many ways! But, I think that was a great gift- because I feel no great need now to “keep my coolness.” And many of my friends who were in the “in crowd” in their youth – have seemed to feel a lot more pressure to keep up, and to be “into” whatever will keep them seeming young and relevant. And as you say- that plan often backfires. Because there is very little that will age you more than looking like you are trying to hard. At least from my perspective.

Anyway- great blog. I just meant to stop by to thank you for your very helpful post on my blog, recommending good iphone apps. I’m having a lot of luck going through your list- finding stuff I think will be great! So thank you!