Newish Mac users, or people just having a computer problem.
Because we're talking about Macs, the logo has to broadcast: hip
cool, tech, young, etc.
That said, I really love this old two-head logo: http://stevenf.com/beagle/
which is not really young and hip. But I mention it here because perhaps you'll be inspired to create a modern take on it.
Dumb Mac Guy & Smart Mac Guy
We're creating a web site for beginning Mac users: it will have the "Dumb Mac Guy" asking questions and the "Smart Mac Guy" answering them. The site will be fun and irreverent, but helpful. We would like a logo that is friendly and fun, showing charactertures or cartoons of both Dumb and Smart Mac Guy.