About
The Fractional CTO for Growth-Stage Independent Schools
Your school has grown. Your technology environment has not kept up.
That gap shows up in different ways at different schools. Vendor contracts that renew without anyone reviewing them. Staff using AI tools without any policy in place. A board member asking a technology question in a meeting and the room going quiet. An IT support ticket that sits for three days before anyone responds.
None of that is a failure of leadership. It is what happens when a school outgrows its original technology setup without adding the strategic layer to manage it.
That is exactly the problem a Fractional CTO solves.
Most independent schools at your stage do not need a full-time technology executive. You need someone who can step in at the executive level, make sense of what you have, fix what is broken, and build the structure your board needs to lead with confidence.
That is what I do.
Here Is What Changes When We Work Together
The problems most Executive Directors bring to me fall into one of three categories. Reactive operations, limited board visibility, and vendor relationships that no one is actively managing.
Here is what each of those looks like after we work together.
Your technology operations become clear and manageable.
You know exactly what vendors you have, what each one costs, and when each contract renews. Your IT support is accountable. Your backups are tested. Your staff have the tools they need. You stop finding out about problems after they have already caused disruption.
Your board can answer the questions that matter.
When a board member asks about cybersecurity, AI adoption, or technology spending, your leadership has a clear answer. You have structured reporting that gives the board visibility without requiring them to become technology experts. Governance oversight becomes a routine part of how your school operates.
Your vendor relationships work for you, not the other way around.
Vendors respond to clear expectations and documented accountability. You stop renewing contracts on autopilot. Spending aligns with your school's priorities, not a vendor's sales cycle. You have a 12 to 24 month technology roadmap that guides decisions instead of reacting to them.
Why Kenneth?
When a board member asks, "Are we secure?" you should be able to answer with confidence.
When technology costs rise, you should know why.
When enrollment grows, you should know your infrastructure can support it.
Most Executive Directors and board members are not lacking effort. They are lacking clear visibility.
That pressure is real. I have worked inside complex, high-stakes technology environments across education, media, government, healthcare, and telecommunications. I have directed multimillion-dollar technology budgets, led cross-functional teams through major infrastructure changes, and built governance structures for organizations that could not afford to get it wrong.
I understand what leadership accountability looks like from the inside. I translate technical risk into decisions your board can act on. I step in at the executive level and give you the outside perspective your current IT setup cannot provide.
When the questions come, you are prepared.
Background
I've spent over 15 years managing enterprise technology environments across multi-site organizations — directing annual budgets exceeding $2M, overseeing infrastructure for hundreds of users, and leading cross-functional teams across complex, regulated industries.
Before my current practices, I served as IT Faculty and Program Director at Keiser University and as an Adjunct Instructor at Florida A&M University. That experience shapes how I communicate — clearly, without jargon, to audiences who need to make decisions, not decode technical language.
I hold an MBA from Florida A&M University, an M.S. in Information Technology from Florida Tech, and a B.S. in IT from Florida State University. I am currently completing my PhD in Technology Management at National University.
Founder and President of Teksavvy, Inc.
Previous Director of IT at NESN (New England Sports Network).
PhD Candidate, Technology Management — National University
MBA — Florida A&M University
M.S. Information Technology — Florida Institute of Technology
B.S. Information Technology — Florida State University
New Leaders Council Alumni — 2020, Tallahassee Chapter
What Is It Like to Work Together?
Reliability
You receive structured reporting on progress, risk, and priorities on a regular cadence. Technology decisions become proactive. You stop finding out about problems after they have already caused disruption. Every quarter, your leadership has a clear picture of where things stand and what comes next.
Collaboration Without Disruption
I work alongside your existing IT team and vendor relationships. I do not come in and replace what is working. I add the strategic layer that is missing. Your IT staff and vendors keep doing their jobs. I give your leadership the oversight and direction to make sure those relationships are producing results.
Governance That Serves Your Board
I translate technical risk into board-level language your leadership can act on. I build the reporting structure, the accountability framework, and the multi-year roadmap your board needs to govern technology with confidence. Technology stops being a blind spot and starts being a managed part of how your school operates.
What Others Say
"Kenneth led and oversaw several projects including publishing a companywide policy repository, launching MS Teams, and migrating from a legacy phone system to MS Teams phones, which led to significant cost savings and organizational improvement. He knows how organizations function at various sizes. A team would be lucky to walk into an environment that he set up. If you want to work with someone who makes a difference and has a positive impact, work with Kenneth."
TIm R.
Director of Cybersecurity and AI Risk Strategy
New England Sports Network
Your School Deserves Clear Answers. Start Here.
Take the free Independent School Technology Readiness Assessment. Ten questions. Two scores. One clear picture of where your school stands on operations and governance.
Or schedule a free 15-minute call. You tell me what your school is dealing with. I will tell you what it means and what to do next.
