A few years ago I realized that I did not want to be doing technical work for the rest of my life. I want to end up in a C level position. I like solving problems that lie at the intersection of technology and business, and I'm good at it. I have the people skills, the business skills, and the understanding of technology (that is often missing in upper management).

I went back to school (like many IT folk, I'd never finished college-just worked my way from helpdesk up to a sysadmin role) and finished a BS in Management. I've now moved to a new job where I have some managerial duties (I'm second in command in a 8 person department). While most of what I'm doing is still technical work, it's good to have some better experience and title (Associate Director of IT).

At this point I'm trying to figure out whether I'm best staying here for another year then trying to move on to a larger company with better options for upwards mobility, or should I be looking at a Masters over the next 2-3 years and then looking for a new job. And if so, what degree should I be looking at (MSIS, MSIT, MBA, etc). I'm also open to following up my masters with a PhD (either management or MIS) if beneficial. (For reference, my GRE with no prep was 166/157-I'm fairly confident I can get in most anywhere, though I may need to bump my quant up a little).

Ideas? Suggestions?

I'd like to figure out in the next few months (Applications for fall masters programs are due by July, generally) what my best way forward is... Would love some outside input.

Thanks!