USXpertise Search
Data, Technology & Transformation Leadership - Lloyd's & London Market
- 08/04/2026
- Barry Collyer
Executive Search - Lloyd's & London Market
Why the most consequential technology and data hires in this market require a different kind of search firm.
Finding a CIO who can balance legacy syndicate architecture with the pace of AI-enabled transformation is not the same as finding a CIO for a retail bank. Finding a CDO who can change how underwriters make decisions, rather than simply report around them - requires someone who understands that underwriting culture is earned-trust led, not mandate driven. Finding a CISO who can operate credibly in a market where the business itself is the cyber risk demands a fundamentally different profile than any other financial services environment.
Generalist search firms treat these roles as variations on a generic financial services brief. The cost of that misunderstanding is usually discovered six to twelve months after the hire.
The overview below sets out how Xpertise Search approaches executive search exclusively for the Lloyd's and London Market - what makes the talent challenge here genuinely different, the roles we are built to fill, and the fee model that means we carry risk alongside you until your hire delivers
Market-native qualification
Every candidate assessed on Lloyd's market literacy first. Technical competence is assumed.
One partner, every step
Barry Collyer personally runs every search. No junior handoffs, no algorithm-generated longlists.
Shortlist in 12–18 days
Pre-vetted network of 3,500+ leaders built through a decade of direct engagement.
Shared risk fee model
33% of fee deferred until your hire completes probation. We back our shortlists.
100%
of Xpertise Search placements are still in post 12 months later. That is our measure.
Focusing on Data & Technology Leadership, we work in partnership with our clients to secure transformative, high-impact executives. Leveraging our deep domain mastery in technology, data and AI, we access an unparalleled network to bring untapped talent.
Read moreAs specialists within the Data & Technology landscape, we’ve nurtured and developed the next generation of leaders, creating our Next-Gen Hive-Mind. A unique, pre-qualified capability of executive-endorsed leaders capable of delivering impact and future growth.
Read moreExplore how we delivered a high-impact executive search, securing a transformative leader and driving long-term value for our client.
Read more