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Clifford Darling

@clifforddarling

Technology executive at RenaissanceRe developing AI-ready data architecture and agentic applications.

Canada
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At RenaissanceRe, I develop AI innovation initiatives, including model evaluations, custom harnesses, MCP servers, and RAG implementations. I also developed the strategy and architecture for an AI-ready data semantic layer and enterprise digital twin, and built out its MVP stack and components.

At Validus Reinsurance, Ltd., I re-architected core analytics systems for the cloud, reducing annual license and infrastructure costs on a core system by 60%. I also directed the transition from legacy data-centre infrastructure to an AWS cloud-native architecture.

As CTO and Head of Technology at Validus Reinsurance, Ltd., I built and led a 40+ person technology organization while staying involved in critical design and implementation decisions. I partnered with underwriting, actuarial, catastrophe-modelling, and risk science leaders on technology priorities for pricing and risk analytics.

Earlier, at Validus Research, I built the software operations function and implemented a SOX-compliant development lifecycle, continuous integration, and automated testing frameworks. At Marsh Canada, I architected and delivered the Global Fiduciary Platform (MCAS) for enterprise billing and accounting integration.

Experience

Work history, roles, and key accomplishments

RenaissanceRe logoRE
Current

VP Risk Systems Architecture & Strategy

RenaissanceRe

Nov 2023 - Present (3 years)

Leads AI innovation initiatives including model evaluations, custom harnesses, MCP servers, and RAG implementations. Developed strategy for an AI-ready data semantic layer and entity-centric digital twin, and led technology through the RenaissanceRe acquisition.

VG

Senior Vice President / Vice President, Enterprise Architect

Validus Group

Mar 2013 - Mar 2018 (5 years)

Defined enterprise architecture strategy and technology roadmap across the organization. Conducted M&A technology due diligence and led integration of acquired companies, managing outsourced development partnerships.

Education

Degrees, certifications, and relevant coursework

Carleton University logoCU

Carleton University

Bachelor of Computer Science, Computer Science

Grade: Highest Honours

Bachelor of Computer Science with a minor in Mathematics, awarded Highest Honours.

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