Chaucer Group Appoints Ryan Cushway to Spearhead UK Property & Casualty Expansion
By Lauren Towner · 20 October 2026

Chaucer Group has appointed Ryan Cushway as Head of UK Property & Casualty, signaling a significant expansion of its domestic underwriting footprint. For brokers and carriers, this move indicates a heightened competitive push into the UK specialty market, as the group leverages senior talent to scale its capacity and specialist solutions across property and casualty lines.
What was announced
Chaucer Group, the global specialty (re)insurance provider, has confirmed the appointment of Ryan Cushway as Head of UK Property & Casualty, effective immediately. The move is designed to bolster the firm’s UK-specific capabilities and broaden its product offering to brokers and clients. Cushway arrives with a background in casualty and international markets, having most recently served as Head of International & UK Casualty at Sompo. His career also includes senior roles at Aspen and experience at Liberty Specialty Markets.
In his new capacity, Cushway is tasked with building a leading UK Property & Casualty proposition. This involves utilizing Chaucer’s existing capacity to deliver specialist solutions across the UK market, focusing on underwriting excellence and strengthening broker relationships. The appointment is part of a broader strategic investment by Chaucer to capture growth in attractive segments of the insurance market by securing high-level underwriting talent. Paul Restarick, Head of Non-Marine Insurance at Chaucer, noted that the combination of Cushway’s leadership and the scale of capacity being deployed creates a platform for future growth within the UK.
"We are delighted to welcome Ryan to Chaucer. He brings a wealth of experience, a strong track record of underwriting performance and deep broker relationships that will further strengthen our position in the UK market. This appointment represents a significant investment in our Property & Casualty capabilities and demonstrates our commitment to building a market-leading proposition for brokers and clients. The combination of Ryan's leadership, expertise, and the scale of capacity we are deploying creates an exciting platform for future growth."
Paul Restarick
The companies involved
Chaucer Group is a global specialty insurance and reinsurance group. The firm focuses on providing underwriting excellence across a variety of complex risk classes. As a specialist player, it operates in the international (re)insurance markets, offering capacity and expertise to brokers and clients globally. The group’s strategy involves the recruitment of specialist underwriting talent to lead specific business lines, as seen with its recent focus on the UK Property & Casualty sector.
By expanding its UK-specific leadership, the group is looking to enhance its proposition within the domestic market. This involves a focus on building sustainable growth and delivering specialist solutions that cater to the specific needs of UK brokers. The group’s reputation is built on long-term partnerships and the empowerment of its underwriting teams to manage risk effectively in a competitive global landscape.
What FF News has reported before
FF News has previously tracked Chaucer’s expansion into technology-driven insurance solutions. In October 2026, the publication reported on how Chaucer and Indemni Launch Tech-Driven US Cargo Insurance to Combat Strategic Theft. That initiative highlighted Chaucer’s willingness to partner with insurtech-focused entities to address specific market gaps, such as the rising threat of strategic theft in the logistics sector. This prior move into the US cargo market underscores the group's broader strategy of using specialist data and partnerships to enhance its underwriting precision across different geographies.
What this means from an insurtech perspective
From an industry perspective, Chaucer’s move to deepen its UK Property & Casualty footprint signals a tightening of the competitive landscape for domestic carriers and MGAs. As specialty players move further into the P&C space with significant capacity, the pressure on underwriting margins increases, necessitating better data utilization for pricing and risk selection. For brokers, this expansion provides more options for placing complex UK risks, but it also demands higher levels of digital integration to manage these relationships efficiently. The industry will be watching to see how Chaucer’s specialist approach translates to the broader UK P&C market, particularly regarding claims handling and customer trust.
Companies in this story: Chaucer Group
People in this story: Ryan Cushway, Paul Restarick