Darryn Webster
Digital Technology Specialist
We brought Darryn in during a challenging time when our payroll systems governance needed attention. He quickly developed a strong understanding of our operational landscape through a focused audit and targeted team and vendor consultations. The action plan he delivered gave us a clear path forward - not just for system improvements, but for embedding fit-for-purpose governance, cyber risk mitigation, and stronger data management practices.
Darryn’s pragmatic, people-first approach helped us align our payroll processes with sector-specific compliance needs, while improving security and reducing risk. His ability to step in with just the right level of leadership was incredibly valuable.
CEO (former),
Education
A seasoned and driven technology leader, Darryn Webster thrives at the intersection of strategy, delivery and impact.
With deep expertise spanning the full technology stack - from cybersecurity and infrastructure to product delivery and service operations - Darryn brings a rare ability to “walk the talk” in any domain. His track record includes agile and lean transformations delivering $10M+ in annual efficiencies, faster speed to market, and enterprise-wide programs exceeding $50M.
Darryn has led diverse, high-performing teams across industries, including NFP, fintech, FMCG, logistics, digital gaming and edtech. As co-founder of The Lewin Index, he applies creative thinking to challenges others walk away from
Capabilities
Information Tehcnology
- Virtual CIO Service
- Strategic technology roadmap development
- Cyber security and risk management
- Architecture, vendor, policy, and cost management review
- Major incident management
- Board and Executive reporting, coaching and development
- Technology audit / searches / project management
Clients
Financial Basics Foundation
Bicycle Network
ECMS
E2Language
AzuraPeople
Qualifications and recognition
Swinburne University of Technology
Royal Melbourne Institute of Technology
Former member of the University of Tasmania senior leadership team
Former director, Startup Tasmania
Published author
Darryn’s pragmatic, people-first approach helped us align our payroll processes with sector-specific compliance needs, while improving security and reducing risk. His ability to step in with just the right level of leadership was incredibly valuable.
Engaging Darryn’s on-demand technology leadership has been a valuable addition to our organisation. With just a few hours of support each month, he provided much-needed clarity around our data and systems environment.
His initial audit was thorough and collaborative, capturing insights from internal teams and key vendors. The resulting strategy was practical, achievable, and aligned with our current resourcing and future needs. Darryn supported improvements to our IT governance and data security practices and provided helpful advice as we navigated emerging external compliance requirements.
He brings strong expertise with a calm, clear approach, making technical concepts more accessible at the board level. We have appreciated his contribution and would recommend his services.
Katrina Samios,
CEO, Financial Basics Foundation
