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Women in Tech Recap: Key Insights from Our Recent Event in Sydney

May 22, 2025


On Wednesday 21 May, Derwent was delighted to host our "Women in Tech" event in Sydney, bringing together female Chief Information Officers, Chief Technology Officers, GM Tech leaders in the Digital and Technology industry. 


This session explored navigating the path to the boardroom, offering insight into why it matters to be Board ready in an evolving landscape – where digital transformation, emerging technologies, and strategic innovation are reshaping the expectations of board directors. Recently, there's been a notable shift in boardroom mandates emphasising digital transformation and a deep lense on people and culture background to bring boardroom table.

We were joined by Claudine Ogilvie , former CTO at Jetstar Airways ¤nt Non-Executive Director of Scyne Advisory and Cuscal Limited , and Michelle Gardiner , Managing Partner of Derwent's Board practice who shared their perspectives, drawing from their experience across multiple board roles throughout the Digital and Technology industry.

Key Themes & Takeaways:

Importance of Being T-shaped

  • Emphasise the importance of T-shaped concept. Ensuring breadth of knowledge/experience and taking on leadership roles to build out commercial skill set and broaden expertise.
  • For many Tech, Digital & Data Executives who have spent most of their career in a deep functional domain, it is harder for them to gain the “T-shape” when pursuing a board career. The “T-shape” refers to having deep technical experience combined with the breadth of commercial skills. Boardrooms are seeking executives with strong commercial & operational experience across an organisation, which is most commonly seen in a CEO or COO. 

Transitioning to Board Roles

  • The first board appointment is often the most challenging, with boards seeking individuals who have both experience and a deep understanding of the company and strategy. Be strategic in your first Board role, sit on a Board you know best, sectors you have most executive experience and knowledge of. This is encouraged to further develop your professional career; this can be done in conjunction with an Executive career. 

AI & Governance

  • At the Board level, it's critical to remember that while the technology may be new, the fundamentals of governance remain the same. It’s still about managing risk, identifying opportunity, ensuring transparency, and asking open questions.
  • With any emerging technology – including AI – Boards need to focus on how it's changing the organisation’s risk landscape, operating model, and competitive context. That means engaging in open, informed discussions with management, and ensuring there are clear frameworks for oversight.

Why Work on a Board Role? 

  • Working on a board role is a powerful opportunity for professional development. It offers a unique chance to adopt a board-level mindset, broadening your strategic thinking and understanding of governance at the highest level.
  • Enjoy governance for what it is – interesting – give it go – see how you feel – you can learn a lot. 
  • Engaging in professional development and adopting a board-level mindset is particularly enriching. It’s also great to work with a diverse range of companies, each presenting unique challenges that require innovative and strategic thinking.

Advice for Aspiring Board Members

  • Engage in industry events, conferences, and courses (e.g., AICD) to build connections and increase visibility. Take on projects or roles that demonstrate leadership and strategic thinking.
  • Engage in roles that offer exposure to various aspects of business operations, including P&L management, team leadership, and strategic initiatives.
  • Stay updated on technological advancements and their implications for business to remain relevant and valuable in Board discussions.
  • Always back yourself, ask open ended questions – this can show other people that you can bring a different perspective and think differently. 

The discussion generated active engagement, with questions and conversation focusing on strategic entry into Board roles, balancing Executive and Board commitments and passion. Our speakers emphasised the value of the T-shaped concept – highlighting that while technical expertise as a CIO or CTO is crucial, combining it with commercial and business strategy is essential to stand out and add value at the Board level.

We extend our thanks to Katharine Whittaker , Principal in Derwent’s Digital, Technology & Services practice, for hosting the event, and to Claudine Ogilvie , Michelle Gardiner and attendees for contributing to a valuable discussion.

If you’re interested in learning more, get in touch at events@derwentsearch.com.au

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The organisation that emerges looks different As individuals become more capable with AI support, the rationale for traditional management layers is shifting. Where a manager's primary function has been information aggregation and reporting – and AI can do much of that work – the case for that layer weakens. This does not mean fewer leaders. It means leaders operating with broader remits, and decision-making moving closer to the front line. The nature of the work itself is changing too. As AI absorbs routine, process-driven tasks, roles are becoming more focused on judgement, problem definition, creativity, and communication. That shift is not straightforward – the cognitive load on people can increase, and organisations need to be realistic about supporting teams through it. As AI tools become widely available, competitive advantage is shifting to how deeply they are integrated with internal data, knowledge systems, and the specific context of the business. The proprietary knowledge organisations hold becomes more valuable, not less, when AI is properly grounded in it. That grounding requires deliberate effort and consideration – providing AI with the context of the organisation's actual situation, its people, its way of working. The organisations doing this well are building human intelligence into their models, not just deploying generic tools and expecting meaningful results. Beyond organisational structure, AI is also changing how people functions operate in practice. Leaders are using AI to support coaching conversations, sharpen performance management, and improve the quality of feedback to their teams. Used well, AI does not replace those human interactions – it helps leaders show up better in them. Build broadly before you narrow Rather than concentrating effort on a small number of high-impact use cases, the organisations making the most progress are enabling broad, distributed adoption. Hundreds of small improvements across individuals and teams compound into significant productivity gains – individually modest, collectively meaningful. The practical approach: create the conditions for open experimentation without over-structuring it early. Allow teams to test different tools, discover what’s possible for the whole business through different perspectives, styles and responsibilities, share what they are learning, and let value emerge before formalising investment decisions. More mature organisations are beginning to focus on a small number of enterprise-wide priorities – customer experience, supply chain, and contact centres among them – but they arrived there through exploration, not by picking their bets upfront. Explore widely, then narrow with evidence. Talent strategies are evolving – and so is the baseline Hiring is shifting toward the attributes that enable individuals to keep pace with change: curiosity, critical thinking, learning agility, and resilience. Technical skills are increasingly table stakes. The differentiator is how quickly someone can learn, unlearn, and relearn as tools and roles continue to evolve. Building that capability internally is more scalable than chasing scarce external talent. The organisations making progress are treating AI literacy the way organisations treated digital literacy a decade ago – as a baseline expectation built through training, coaching, and everyday use, rather than a specialism held by a small number of experts. The conversation was a reminder that the leaders thriving through this period are not waiting for certainty. They are turning uncertainty into opportunity – experimenting intelligently, bringing their people on the journey with them, and building AI fluency from the inside out across the whole workforce. Our thanks to Lindsay Every , Group Managing Partner at Derwent, for hosting the morning, and to Peter and Jenny for sharing their experience and expertise with such honesty and depth. Continue the conversation For further insights or to explore how Derwent can support your organisation's approach to AI and workforce transformation, connect with our team at melbourne@derwentsearch.com.au To register your interest in future Derwent events, please reach out to us at events@derwentsearch.com.au .
By John O'Leary April 30, 2026
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A publicly listed financial services firm implementing new regulatory requirements can’t pull their Chief Financial Officer off business as usual for nine months. The permanent executive team that runs lean operations brilliantly often lacks the bandwidth for the strategic initiatives that drive growth. Business Continuity During Leadership Transitions Leadership transitions may be more frequent than boards would like. According to FTI Consulting’s 2024 Global CFO Report, 61% of Chief Financial Officers globally report average tenure of less than five years, and Chief Executive Officer turnover follows a similar pattern. When an executive exits, organisations face a choice: rush a permanent appointment, redistribute workload across an already stretched team, or maintain momentum with interim leadership while a thorough permanent search runs in parallel. 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We’re now seeing this model adopted well beyond private equity – ASX-listed companies and large private enterprises are building interim capability into how they plan, not just how they respond. The Delivery Advantage When organisations face major initiatives, many have historically turned to consulting firms. The interim executive model offers something fundamentally different: accountability from the inside. An interim executive integrating an acquisition isn't engaged alongside the business – they're embedded within it, leading teams, owning decisions, and driving outcomes as part of the leadership team. What This Means For Private Equity Firms and Portfolio Companies: The model of running assets lean whilst executing rapid transformations is being adopted more broadly across the Australian corporate landscape. Interim executive talent provides senior capability precisely when and where it is needed, without inflating the fixed cost base. When that interim executive is also a potential permanent appointment, the engagement becomes a live assessment – providing a powerful de-risking mechanism on both sides of a critical hire. Boards and C-Suite Executives: Major transactions, transformation projects, and unexpected executive departures no longer require a choice between overwhelming the permanent team, rushing critical appointments, or engaging consulting firms. Executive interim leadership provides a fourth option: proven leaders who own delivery, integrate with the organisation, and transition out when the initiative is complete or the permanent appointment is in place. Talent and Human Resources Leaders : The calibre of interim executive talent now accessible, and the speed at which it can be deployed, is reshaping how talent leaders advise the business on leadership capacity. Building those relationships before capacity constraints or leadership transitions emerge is the difference between a reactive conversation and a strategic one. The organisations getting this right aren’t treating interim leadership as a fallback – they’re building it into how they think about leadership capacity and talent strategy. Interim and permanent executive search are powerful partners: one buys the time the other needs to ensure you get the right talent solution for your organisation. If you're exploring how interim executive leadership works in practice, reach out to John O'Leary , Partner – Interim. To learn how interim and permanent executive search could work together for your organisation, contact us here . We'd welcome the conversation. Derwent brings together executive search, interim solutions, and board search, partnering with your organisation to find and connect the right high-impact talent to support your leadership needs, now and into the future.
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