I'm not entirely sure if I ever had any awesome moments where I was multiboxing a full party of five by myself, but I will say that my time spent in the guild Legion of Boom on Kil'jaeden back in Wrath (go figure) was probably the best time I had while multiboxing.

We usually had a ton of people online at one time:

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And they were usually trying to do raids or other events:

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I also made a not-so-great video that involved some random world PvP with a few LoB members:




After Cataclysm hit and before I moved to Horde I always like to hang out in Tol Barad with Kicksome when he was 10-boxing (all the characters with 'Sweet' as a prefix were him):

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And after Beeq (runtu) showed the world that 5x Mages were pretty badass there was a massive re-roll in LoB:

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My most recent 'moment' in WoW was when I finally picked up and started using the pro system with ISBoxer. I know I've been talking about this here and there lately and there will be some videos in the near future detailing it. But as it stands right now, my best moments were back in Wrath as most other people mentioned. In the post right above mine, Dave talks about doing Alterac Valley and I was with him during a handful of those providing support CC as a Prot Warrior back in the day. Good times.