Chaucer Group is adjusting its Singapore leadership and regional structure, naming a new chief executive for its Singapore operation and introducing a dedicated head of reinsurance for Asia-Pacific. The specialty re/insurer has appointed Les Loh (pictured left) as chief executive officer, Singapore, with effect from March 2, subject to regulatory approval. In this role, Loh will report to Angus Milgate, global head of distribution. He will succeed Singapore chief executive Margaret To, who will move into a consultancy role with Chaucer. Loh joins Chaucer from Guy Carpenter, where he most recently served as CEO for Southeast Asia and Korea. His career spans more than 27 years across broking and underwriting. He has previously held senior posts at AXIS Capital as president, Asia-Pacific, and at Benfield as a senior broker.
To’s shift into an advisory role follows more than a decade leading Chaucer’s Singapore platform. She joined Chaucer in January 2009 and was appointed CEO of the Singapore office in December 2013. Her background includes over 25 years in the market, focusing on infrastructure projects, power and utilities, oil and gas, and high-tech heavy industries across Asia-Pacific and the Middle East, following earlier roles at Allianz and an Asia-based syndicate.
Alongside Loh’s appointment, Chaucer has created the role of head of reinsurance, Asia-Pacific, and named Dan Bryan (pictured right) to the position. Bryan is expected to assume the role in the second quarter of 2026 and will report to Loh in Singapore. Bryan joins from AXA XL Re, where he was head of Asia, reinsurance. He has more than 20 years of industry experience, including serving as head of property reinsurance at Aspen Insurance Group and as senior vice president at Guy Carpenter. In his new position, Bryan will be responsible for overseeing Chaucer’s Asia-Pacific reinsurance operations. His remit will include regional portfolio oversight, coordination of reinsurance strategy, and engagement with cedents and intermediaries across APAC markets as Chaucer develops its regional reinsurance portfolio from a Singapore base.
Announcing the changes, Chaucer CEO Richard Milner set out the group’s approach to the APAC market. “Chaucer places great importance on the APAC market and is committed to attracting talent with deep regional expertise and diverse experience to best support our clients. We are delighted to welcome Les and Dan to the team in Singapore. Their appointments strengthen Chaucer’s capabilities as we look ahead to the next phase of our growth. We would also like to thank Margaret for her outstanding contribution over the last 17 years. Her experience and expertise as a consultant will prove a tremendous resource for Les as he steps into the leadership role,” Milner said.
The Singapore restructuring sits within Chaucer’s existing group leadership framework. At group level, Chaucer is led by chief executive officer Richard Milner, who took up the role in April 2024 after more than 25 years in (re)insurance, including senior roles at Aspen and Axis Re. Underwriting activities are led by chief underwriting officer Nicola Stacey, who has held that position since 2019. Financial management is overseen by chief financial officer James Wright, while the risk function is led by chief risk officer Werner Joubert; both moved into their current roles in 2024 after holding senior capital and risk responsibilities within Chaucer. Group chief operating officer Hayley Spink, who joined in October 2024 with London Market operational experience, is responsible for operations and service delivery. Group chief people officer Karen Reid, appointed in October 2025 following a long tenure in Chaucer’s HR team, leads the company’s people and talent agenda.
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Chaucer operates as a specialty re/insurance group writing business through Lloyd’s of London and company market platforms, working with brokers, coverholders, and clients globally. The firm is part of China Re Group, its ultimate parent company. China Re is a global reinsurance group and holds financial strength ratings of A (Excellent) from AM Best and A (Strong) from S&P Global Ratings. With Loh and Bryan in place, Chaucer will base senior regional underwriting and reinsurance leadership in Singapore, while retaining To’s experience in a consulting role.
