Random thoughts:
1. There must be someone on the ground that's willing to organize the conference. Saying we want it in Amsterdam is nice, but we have to find someone there to organize.
2. We had some suggestions come out from the last WineConf: one was Slovakia (which sounded interesting) and the other was Hans Leidekker mentioning some space he might be able to find at the university he works at in Holland. I think an email to Hans might open a door.
3. Europe really lends itself well to hosting it. That's where the majority of developers seem to be and the travel is easy. I don't think the US will attract nearly as many people.
4. Live video feeds are tough. Trying to do the multi-site thing might be quite difficult. If we could throw some nice Tandberg or Polycom equipment at it, then maybe it would be worth it. It would be interesting to tackle this problem now and come up with a rock-solid solution that can be used year after year. Every year video comes up and every year we decide we can't do it because we failed so miserably at it the first time.
5. Unless WineConf is being held in third-world country around early November of next year, I don't think I'll be making it. At least I don't want to have to explain to my fiance why I'm skipping the honeymoon and going to a conference. Therefore this year I'll advocate video of some sort (streaming or recorded.)
6. After the CrossOver Mac product takes off, I think renting a cruise ship and hosting the conference would be a wise tax writeoff for CodeWeavers.
-Brian