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InsTech - insurance & innovation with Matthew Grant & Robin Merttens

Richard Hartley, CEO: Cytora: Transforming risk in insurance: lessons from Cytora’s journey (373)

InsTech - insurance & innovation with Matthew Grant & Robin Merttens

InsTech

Entrepreneurship, Investing, Business

4.850 Ratings

🗓️ 21 September 2025

⏱️ 33 minutes

🧾️ Download transcript

Summary

In this episode, Matthew is joined once again by Richard Hartley to reflect on a major milestone in Cytora’s journey: its acquisition by US-based Applied Systems. But as Richard makes clear, this isn’t the end of the road. It’s a platform for scale. Listeners will hear how Cytora evolved from tackling political risk to transforming how risk flows through commercial insurance. Richard shares practical lessons from scaling into the US, explains why they rebuilt their platform around large language models and outlines why being agnostic to input but opinionated on risk output is a game changer. They also explore the cultural and technical alignment with Applied, the value of blending insurance expertise with external product thinking and what it really takes to make hard pivots, including knowing when to throw away what you’ve built. In this episode, Richard shares: Why Cytora rebuilt its platform around large language models — and what they threw away to make it work How “decision-ready risk” became a guiding principle for digitising insurance workflows What it really takes to expand into the US and earn client credibility market by market Why the idea of industry-wide standardisation is flawed — and how to work around it How to lead through uncertainty, scale a team and make tough product decisions Why insurance needs both deep domain knowledge and external perspective to innovate The underrated role of resilience in entrepreneurship — and what ballet and rugby taught him about pushing through If you like what you’re hearing, please leave us a review on whichever platform you use or contact Richard Hartley or Matthew Grant on LinkedIn. Sign up to the InsTech newsletter for a fresh view on the world every Wednesday morning. Continuing Professional Development This InsTech Podcast Episode is accredited by the Chartered Insurance Institute (CII). By listening, you can claim up to 0.5 hours towards your CPD scheme. By the end of this podcast, you should be able to meet the following Learning Objectives: Describe how unstructured data enters the insurance value chain and the implications for underwriting workflows. Define the concept of “decision-ready risk” and its role in modernising commercial insurance operations. List the key factors that enabled Cytora’s successful expansion into the US market. If your organisation is a member of InsTech and you would like to receive a quarterly summary of the CPD hours you have earned, visit the Episode 373 page of the InsTech website or email [email protected] to let us know you have listened to this podcast. To help us measure the impact of the learning, we would be grateful if you would take a minute to complete a quick feedback survey.

Transcript

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0:00.0

Hello, welcome, or welcome back to the InSEC podcast.

0:12.8

Zoya here, and this week Matthew Grant is joined by Richard Hartley.

0:17.1

Richard has been on the podcast three times before, but today's conversation is a moment for reflection and celebration.

0:23.6

Saitora, the company he co-founded, has been acquired by Applied Systems.

0:27.6

It's a major step, not just for Richard and his team, but for the broader industry.

0:32.6

In this episode, Richard talks about building Saitora from its early focus on risk data to reshaping how

0:38.4

risk flows through insurance. He shares what it really takes to scale into the US, how to keep

0:43.6

a business moving through waves of AI innovation and the resilience needed when things get tough.

0:49.6

So what's next for Saitora? How will applied systems scale open new doors? And what lessons can founders,

0:56.1

investors and insurers take away from Richard's journey so far? You'll find out all inside.

1:02.1

Settle in. This one's packed of insight and a few surprises along the way.

1:08.1

Richard, it's always great to talk to you. It's the fourth time we've had a podcast,

1:12.6

but this time we're celebrating some really exciting news. So congratulations. I think you're

1:18.5

calling in from New York today. Yeah, well, it's brilliant to be here and brings back so many

1:23.4

great memories of when we met at particular points in time in our trajectory getting here. And I'm in New York today, but broadly speaking, splitting my time between New York and London these days. I started listening to some of the earlier podcasts we did. And when you write the history of Saitora, you can use those as a source material for where you started off and what you're looking at doing. Because I think the first time I met you, you were actually thinking about looking at risk

1:46.3

for sort of political violence and things like that.

1:48.4

So clearly the business has changed quite a lot.

1:51.3

But if you look at where you are today,

1:52.9

relative to where you were back in, what, 2015, 2016,

1:57.6

what's the sort of linkage between where you started off

2:00.0

and where you've got to?

2:01.7

We've always been passionate and really driven to change how risk flows in commercial insurance.

...

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