UK CIO of the Year, Ian Penny: Why Great Tech Strategies Start with Customer Problems
Infrastructure decisions rarely feel glamorous, but they often determine whether a company scales or stalls. In this episode of Built Not Born, the conversation centres on how technology choices, leadership, and customer focus intersect under real-world pressure.
Host Sage Nye sits down with Ian Penny, a global technology leader with over two decades of experience stabilising and scaling complex systems across organisations like JPMorgan, Barclays, and Hiscox.
Ian shares why the most effective technology strategies start with customer problems, not platforms, and how reframing infrastructure as a business enabler changes executive buy-in. Together, they unpack the trade-offs between startup and enterprise software, the long-term cost of unchecked technical debt, and the leadership habits that help teams consistently deliver.
From communicating infrastructure value in human terms to building teams that prioritise impact over novelty, this episode offers practical insight for leaders making high-stakes technology decisions while building organisations designed to last.
Infrastructure decisions rarely feel glamorous, but they often determine whether a company scales or stalls. In this episode of Built Not Born, the conversation centres on how technology choices, leadership, and customer focus intersect under real-world pressure.
Host Sage Nye sits down with Ian Penny, a global technology leader with over two decades of experience stabilizing and scaling complex systems across organisations like JPMorgan, Barclays, and Hiscox.
Ian shares why the most effective technology strategies start with customer problems, not platforms, and how reframing infrastructure as a business enabler changes executive buy-in. Together, they unpack the trade-offs between startup and enterprise software, the long-term cost of unchecked technical debt, and the leadership habits that help teams consistently deliver.
From communicating infrastructure value in human terms to building teams that prioritize impact over novelty, this episode offers practical insight for leaders making high-stakes technology decisions while building organizations designed to last.
Here’s what you will learn:
- How to reframe platform shifts around customer problems, not technology features
- Why infrastructure software is your silent foundation for revenue, not a cost center
- The three-horizon framework for deciding between quick fixes and long-term solutions
- When to buy from innovative startups versus battle-tested enterprise vendors
- The biggest mistake startups make in enterprise pitches
- Leadership is about people first, strategy second
Ian Penny is a globally recognised technology and operations leader with 25 years of experience driving large-scale digital transformation across leading financial institutions. A former UK CIO of the Year and ECB/PRA/FCA Approved Executive (SMF24), he has held senior roles including CIO at Hiscox and COO of Luminor Group, delivering major cost reductions, resilience improvements, and cloud-led modernisation. Ian combines deep operational control, strategic board advisory experience, and geopolitical and AI foresight to help organisations align technology investment with sustainable growth.
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