The conventional wisdom in education is that any school reform--be it curriculum, instruction, assessment, or teacher professionalism--is most likely to take hold in schools that have strong leadership. The same holds true for technology.
I agree with Dave's observation. We have four elementary buildings in our district, each with a different principal and each with a distinctive leadership strength. It's just like when I was teaching, I tended to teach to my strengths and had to remind myself to be well-rounded, but my classrooms definitely had a technology slant to them. Now as a building principal, my staff professional development is also slanted to the technology side. That part comes easier to me. I just have to work harder at curriculum and instruction pieces when I "marry" them all together.
I was recently asked by a superintendent if I had some questions to ask his principals to start off the year. The questions I gave him were based on the following areas:
Fostering Effective Relationships
Instructional Leadership
Embodying Visionary Leadership
Developing Leadership Capacity
Creating Sustainable Change