haha no it's cool, I just have a strong dislike of 9-5 jobs and doing pointless, annoying work for an employer when I could be making money my own way. You hit it on the head when you said this:
"But, some people just aren't wired as "entrepreneurs" whether its the stress, the structure, the whatever..."
I think that's exactly what it comes down to. If you don't like being totally dependant in terms of making money then a job is definitely a good choice, even if you are currently doing well.
To the OP, if all your campaigns went to shits tonight, would you consider that day job, or would you start something new straight away? I know I would pick the former, maybe its because I dont have mouths to feed, but the point is you've got to know yourself before making that decision. I cant stand working for someone else in an office environment even if it pays well, so it's a pretty easy decision for me. If you feel the same way, then give your own business all you've got and fuck that day job.
Having said that, IndomitableD did have a good point worth considering in his post in regards to experience and gaining knowledge for your own work.
I would definitely get my campaigns going or start new ones if the current campaigns failed. I'm in this for the long run -- which is why this 9-5 is looking more like an obstacle then it is a safety blanket or learning experience.
If you're new gig in IT, it means you'll probably means you'll have unrestricted access to a computer, right? What says you can't run your business from your new workplace?
True. I also have a landing page designer and offshore virtual assistant standing by.
btw, thanks everyone for your input.