Why Me

Jason Dean

I work on change programs where the real difficulty is not delivery, but deciding what should become permanent.

For more than twenty years, I’ve helped organisations turn strategy into operational systems across workforce management, HRIS, data-heavy platforms, local government, and emerging technologies. The common thread in all of that work is not the technology itself, but the fact that these systems end up encoding how an organisation actually works, governs itself, and carries its history forward.

Most transformation programs fail quietly. They deliver a new platform, but freeze old complexity into a new shape and call it progress. I’m usually brought in when the problem is not “how do we implement this”, but “what will we be living with for the next decade”?

My work sits at the intersection of technology, operations, and governance. I help organisations navigate decisions about organisational models, workforce and pay rules, data structures, integrations, and risk, particularly in environments where reality does not match vendor claims or neat process diagrams.

I’m pragmatic about constraints and honest about trade-offs. Sometimes carrying complexity forward is the right decision, sometimes it isn’t. The important thing is to know which choice you are making and why.

I work best with organisations that are ready to move beyond the slide deck, accept that some parts of their reality are hard, and do the work of building systems that can survive contact with real operations.


Selected Experience

Workforce Management and Payroll

Delivered and rescued large-scale workforce management and payroll-adjacent programs in complex, multi-department environments, including major financial and regulated organisations, with a focus on making industrial and operational reality executable rather than theoretical.

Public Sector and Local Government

Supported councils and public-sector bodies in modernising core systems and processes, improving visibility, compliance, and governance in environments where data, risk, and institutional history matter as much as functionality.

Data, IoT, and Operational Systems

Led and advised on data-driven and IoT initiatives that connected environmental and operational signals to decision-making, with an emphasis on building foundations that can scale rather than impressive but fragile proofs of concept.

Pragmatic Use of AI

Helped smaller organisations adopt AI tools in ways that reduce real work and friction, cutting through hype and focusing on narrow, measurable improvements rather than platform theatre.

This Website

This site is deliberately simple and hand-built in HTML. That is not an aesthetic statement. It is the same philosophy applied to systems: prefer things you can understand, control, and maintain over things that look impressive but age badly.