The Voice of Insurance

Ep295 Richard Milner CEO Chaucer Group: Let's do what we're good at

Mar 31, 2026
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.
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INSIGHT

Chaucer Positions As Underwriting First

  • Chaucer will be perceived as an underwriting-led specialty insurer with strong claims and infrastructure supporting a Lloyd's syndicate and wider global business.
  • Richard Milner emphasised Chaucer's century-long Lloyd's pedigree plus a near-$1bn non-Lloyd's platform in Dublin as part of a unified underwriting franchise.
ADVICE

Concentrate On Where You Actually Add Value

  • Focus resources on true strengths rather than spreading across every line; identify core portfolios where you add clear value.
  • Milner described a five-year strategic exercise (2026–2030) to prioritise products where Chaucer is a leader and concentrate effort there.
ADVICE

Invest In Infrastructure People And Places

  • Invest in global footprint, operational infrastructure, and people to scale sustainably rather than chasing premium targets.
  • Milner stressed upgrading systems, building out offices like Singapore and Dubai, and protecting culture through talent programmes.
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