Romaney O’Malley: Disrupting Financial Strategy in InsurTech episode artwork

EPISODE · Apr 23, 2024 · 53 MIN

Romaney O’Malley: Disrupting Financial Strategy in InsurTech

from Scouting for Growth · host Sabine VdL

On this episode of the Scouting For Growth podcast, Sabine VdL talks to Romaney O’Malley, Group CTO at bolttech, an InsurTech unicorn that is quite literally electrifying the InsurTech space, now spearheading solutions in 35 markets across three continents. In today’s episode, we explore a multitude of topics, including: The Journey to the Top: What were the critical turning points in Romaney's impressive career? Master Strategist: How does Romany approach challenging strategic decisions at bolttech? Industry Titans: What's the inner fabric of companies like Bolltech, as well as traditional companies such as AIG, Swiss Re, and GE Insurance? KEY TAKEAWAYS In 2008, my husband and I decided to move to Johannesburg so he could take an opportunity with a bank in South Africa. That was a big deal to move away from London & a great job with SwissRe, but this was a really unique opportunity that ended up being one of the best decisions we’ve made for both of our careers. It exposed me to very different markets across Africa, which was invaluable to the rest of my career. Taking risks is important. One of the fascinating things about emerging markets is that they can leapfrog the steps that have shaped mature industries. The use of mobile technology & telcos in banking in many parts of Africa is far more advanced than we see in developed countries, because they have skipped many of the evolutionary steps that some older economies have taken. Those markets & consumers are at the sharp end of innovation. You can’t approach things as 1 decision. Your leadership team/board is never going to make 1 linear series of decisions; the complexity comes from multiple decisions & how they interact with each other. You should approach these problems as multi-dimensional & you’re always going to be balancing different things. Strategic decisions are about trade-offs & maximising the point at which you ensure you’re delivering a range of things to different stakeholders without getting out of balance. BEST MOMENTS ‘Moving to London from Sydney on secondment gave me the opportunity to see the scale & the size of the opportunity in the rest of the world.’ ‘I always knew the future of insurance was technology-based.’ ‘Play to your strengths but surround yourself with a team of people that are really good at the things that you’re not so good at.’ ‘The stronger we can build an ecosystem across the opportunity in InsurTech, the more effective insurance industry we’re going to have.’ ABOUT THE GUEST Romaney O’Malley, Group CFO at bolttech, an international insurtech company that is revolutionizing the way we think about insurance and technology. Her unique blend of leadership skills and financial acumen is drawn from a 25+ year-career at the apex of the insurance industry. Romaney's depth of experience is not limited to the insurance field; she has also ventured into reinsurance, finance, and consulting. When the numbers are crunched and the strategies laid down, Romaney finds her escape in the great outdoors. Whether planning her next exciting travel adventure or unwinding through the meditative art of yoga, she's a perpetual explorer—of landscapes, of limits, and of life. ABOUT THE HOST Sabine VanderLinden is a corporate strategist turned entrepreneur and the CEO of Alchemy Crew Ventures. She leads venture-client labs that help Fortune 500 companies adopt and scale cutting-edge technologies from global tech ventures. A builder of accelerators, investor, and co-editor of the bestseller The INSURTECH Book, Sabine is known for asking the uncomfortable questions—about AI governance, risk, and trust. On Scouting for Growth, she decodes how real growth happens—where capital, collaboration, and courage meet. If this episode sparked your thinking, follow Sabine VanderLinden on LinkedIn, Twitter, and Instagram for more insights. And if you’re interested in sponsoring the podcast, reach out to the team at [email protected]

Global scale doesn’t happen by accident. It happens when leaders are willing to take risks, think in systems, and embrace complexity. In this episode of Scouting for Growth, Sabine VanderLinden sits down with Romaney O’Malley, Group CTO at bolttech, the InsurTech unicorn operating across 35 markets and three continents, to unpack what it really takes to build and lead technology at global scale. Romaney’s career is a masterclass in intentional risk-taking. One of the most defining moments came in 2008, when she and her husband made the bold decision to leave London—and a senior role at Swiss Re—to move to Johannesburg. At the time, it felt risky. In hindsight, it became one of the most career-defining moves she could have made. Exposure to African markets fundamentally reshaped how she thinks about innovation, customers, and growth. Emerging markets, Romaney explains, don’t always follow the same evolutionary path as mature economies—and that’s their advantage. In many parts of Africa, mobile technology and telco-driven financial services leapfrogged traditional banking infrastructure entirely. These consumers and ecosystems now sit at the sharp edge of innovation, offering lessons global insurers can’t afford to ignore. At bolttech, that global mindset is central. Operating across vastly different regulatory, cultural, and technological environments requires more than good execution—it requires multi-dimensional thinking. Romaney is clear: strategy is never one decision. Leadership teams don’t make linear choices; they balance trade-offs across markets, partners, customers, regulators, and shareholders—often simultaneously. This is where many organisations struggle. Strategic decisions are about understanding how multiple choices interact with one another—and ensuring the system doesn’t tip out of balance. Technology, culture, partnerships, and governance all move together. You can’t optimise one in isolation. Romaney also reflects on what distinguishes companies like bolttech—and legacy giants such as AIG, Swiss Re, and GE Insurance—from the rest: a deep understanding that insurance is now inseparable from technology. The future of the industry is ecosystem-driven, platform-enabled, and globally interconnected. Leadership, she believes, starts with self-awareness. Play to your strengths—but deliberately surround yourself with people who are stronger where you are not. That diversity of capability is what allows organisations to scale without fragility. For listeners, this episode offers: Insight into how global InsurTech leaders think about scale and strategy Lessons from emerging markets that challenge Western assumptions A practical lens on multi-stakeholder decision-making A reminder that ecosystems—not silos—will define insurance’s future 🎧 If you’re building, scaling, or transforming an insurance or InsurTech business globally, this episode is essential listening. Because the future of insurance won’t be built market by market. It will be built by leaders who can think globally, decide systemically, and act boldly.

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This episode is 53 minutes long.

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This episode was published on April 23, 2024.

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On this episode of the Scouting For Growth podcast, Sabine VdL talks to Romaney O’Malley, Group CTO at bolttech, an InsurTech unicorn that is quite literally electrifying the InsurTech space, now spearheading solutions in 35 markets across three...

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