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About Headland

Real industry experience, practical advice, no unnecessary complexity.

Headland Advisory was founded by Derek Walsh and Dean Crowley. Every AI project must answer two questions: is this worth doing, and will it work in practice? Derek owns the first. Dean owns the second.

DW
Principal Advisor

Derek Walsh

“Is this worth doing?”

Derek leads the business conversations, finds the strongest opportunities and keeps every engagement focused on a useful commercial result. He is an operator first and has run businesses under real commercial and regulatory pressure.

  • More than twenty years founding, advising and managing businesses across pharmaceuticals, medical devices, engineering, renewable energy and technology
  • SME experience in regulated cGMP manufacturing, audited by the FDA, HPRA and other regulators
  • Former COO of a European HR technology company
  • Level 9 Postgraduate Certificate in Innovation & Enterprise Development with Distinction from Trinity College Dublin
DC
Technical Advisor & Architect

Dean Crowley

“Will it work in practice?”

Dean tests the idea, chooses the right tools and builds around how the business actually works. He is a full-stack engineer specialising in API and system integration, authentication, automated workflows and AI-enabled processing.

  • Delivered production business systems across commercial, enterprise and public-sector environments
  • Delivered technology supporting Irish government departments
  • Led structured testing, UAT and rollouts at enterprise scale
  • Owns technical architecture from design through integration, testing and deployment
What we will not do

Straight answers protect your budget.

Sell a build you do not need

If ordinary software, a process change or doing nothing is the better answer, we will say so.

Hand over a report and disappear

The people who shape the recommendation stay accountable for delivery.

Give AI more authority than agreed

The Headland AI Authority Map sets the limits, names the people in charge and guides the controls we build into each agent.

Pretend to be your lawyers

We provide operational and technical guidance. Legal advisers provide legal sign-off.

Who we work with

Businesses and organisations across Ireland.

Headland is usually a good fit for organisations with 10 to 250 employees where useful knowledge, repeated work or disconnected systems are slowing people down.

Manufacturing and engineeringPharmaceuticals and medical devicesProfessional servicesDistribution and logisticsRetail and hospitalityPublic bodies

Talk to the people who will do the work.

Your first call is with Derek or Dean, not a sales team.

Book a free call