Here are some reasons why I currently don't raid. Although I keep trying to get myself to a point to do it. I was really close with Cata, and feel like I'll be very close in WoD assuming I don't burn out.

Issue One:
Just general time. Working 40-60 hours a week makes it harder (for me) to get to the point of raiding. I hope multiboxing stays around forever so that the day I can have more time, I can dive right into it. I really feel like in 5 years, I'll be financially stable enough to make this happen... but until then... work is work!

Issue Two:
This is a dumb one... but the whole 8 accounts on one B-Net thing bugs me to no end. I have no idea why. Every single patch I hope to see they increase this to 10. I feel like it this happened, I would put in 200% more energy into trying to raid. Even though I have a second bnet account (well 4 with diablo), there is just something about knowing that a lot of my account specific stuff won't work with my other bnet account always deflates me a little bit.

Issue Three:
I don't feel I am a great MMO player. Even though BC, WoTLK, Cata (skipped MOP), and WoD so far, I've been able to clear most 5-man content... I always feel like I'm gimped by my game knowledge. Macros are almost always someone elses. I research a lot of stuff, but it's almost always someone elses. I learn more about playing the game from peopel multiboxing than I do from PLAYING the game. I feel like this limits me as far as even simple things, like boosting my DPS, or playing smarter. It's not just a lack of effort... I just think that a lot of gaming things come more naturally to others than it does to me as far as being elite goes. I do the best that I can, but find out people are doing it 3 times better than me. I am not sure if it's a mechanical skill thing, a mental one, or what.

Issue Four:
I feel like I am always 2 steps behind in the multiboxing software (isboxer). Whenever I get stuck, I generally can solve the problem mentally, but struggle implementing it in the software. This is where people like Mirai and Lax come in and constantly make me feel like I'm a noob (which is a good thing), because they solve these issues inside the software that I can only solve conceptually outside of the software. It's very polarizing to know there is a better way to do something, but not to be able to implement it, just to find out there was an easy way to implement it.

Issue Five:
I get too caught up on completion-ism sometimes. And when I try, I try too hard. I'm definitely a try-hard lol. WoW Achievements do not help this.

Issue Six:
I play too many other games. This is probably the biggest soul sucking aspect, which is probably related to issue one (being time). My gaming backlog is so long... and sometimes that gets me demotivated, which is usually when I take a break form multiboxing. (But I always seem to come back)

Issue Seven:
I think I'm too slow. If it takes you 9 hours to level, then it probably took me 18. I am not always keeping my eye on the most efficient way of doing things. Which probably seems counter-intuitive to how a multiboxer is.