Just a correction here, but LFF was on the CanJam 2009 team (even mentioned in his account subtitle) in Los Angeles, along with jp11801 (lead organizer), Iron_Dreamer, Edwood, and a couple of others I don't recall right now. 2010 was in Chicago.
Also, having attended my own share of meets, I'd dissent with your first sentence there and argue that meets are actually one of the worst ways to know how a headphone really sounds, due to meet noise, unless of course you're referring to mini- or micro-meets. Even then, I'd probably still argue that any type of meet isn't an ideal setting to hear headphones. The only way to "get to know" a headphone, as you put it, can be done only in the quiet conditions of normal at-home listening, without distractions, so 100% mental focus can be put towards listening, IMO.
Thanks for the correction...even I missed that!
Also, the point about the meets was to simply state that we meet many people there who become close friends. Through networking, we have been able to get our fair share of headphones for private, extended listening. I agree with you completely....meets are not ideal circumstances. Micro meets can be though if you pick the right company.