
Richard Milner
Chief Executive Officer of Chaucer Group and career underwriter with experience across Lloyd's, Bermuda, Singapore and London, leading Chaucer's five-year strategic planning and product focus.
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Mar 31, 2026 • 31min
Ep295 Richard Milner CEO Chaucer Group: Let's do what we're good at
Richard Milner, CEO of Chaucer Group and veteran underwriter with global experience, shares a down-to-earth five-year strategic plan. He discusses focusing on core underwriting strengths, balancing Lloyd’s and non-Lloyd’s platforms, talent and apprenticeships, measured M&A, and pragmatic moves into AI liability and algorithmic distribution. Practical, focused conversation on where Chaucer will double down.


