Senior Underwriting Transformation Analyst

Job Type:

The Senior Underwriting Transformation Analyst is a driving contributor to Hiscox's underwriting transformation agenda: helping close the gap between where our underwriting capabilities stand today and where we are moving in our future with emphasis on driving step-change enhancements into the Hiscox underwriting ecosystem rather than incremental, business as usual improvements. This role executes the research, analysis, and cross-functional work that turns a capability concept into something the organization can decide on and act on — evidence-based, well-argued, and ready to move. It's built for someone who wants to help drive real change forward, not administer a process.

This role is AI-first by design. The analyst is expected to use AI tools (e.g., Claude, ChatGPT, Copilot) as a default working method for research synthesis, first-draft writing, data cleanup, and materials production, not as a novelty or a last resort. Deep prompt-engineering skills aren't required, but having real fluency is ideal.  The ideal candidate gets excellent output quickly and reliably, with the judgment to know when that output is good enough to use, when it needs to be checked against a source, and when a task still calls for a human read.

This is explicitly not a delivery, project-management, or BAU-ownership role, and it is not a data-science or engineering role. The center of gravity is research, analysis, and cross-functional execution in service of the transformation agenda, not technical build, or ongoing operational ownership.

The core responsibility of this role is to execute the research, analysis, and cross-functional work that drives capability concepts forward — turning ideas into evidence, evidence into a case, a case into something the organization can act on, and then helping to bring that action to life. The research and materials work below is how that progress gets made, not the point of the job.

Market & Capability Research:

• →Drive the market-benchmarking view forward: research competitor, MGA, and technology-entrant capabilities, using AI tools to move quickly, and surface opportunities for Hiscox

• →Proactively flag capability gaps and market signals worth acting on, not just document what's asked for

• →Own the capability pipeline as a living view of market urgency, keeping it sharp and current rather than a static backlog

• 2-5 years of experience in an analyst, strategy, research, or insurance-operations role; specialty or commercial P&C insurance experience is a plus but not required

• Genuinely effective with AI tools (e.g., Claude, ChatGPT, Copilot) as an everyday part of research, writing, and analysis — not just familiar with them, but able to get excellent output quickly; formal prompt-engineering skill is a plus, not a requirement

• Strong written communication skills, able to turn research and data into a clear, well-organized document or slide

• Solid working proficiency in Excel and PowerPoint; comfort learning new lightweight tools as needed

• Strong research instincts: able to find, evaluate, and synthesize information from varied sources, and to know when a finding needs a second source

• Highly organized, able to juggle several concepts and threads in flight without losing track of details

• Comfortable operating with limited process structure and figuring out a reasonable approach to an ambiguous ask

• Sound judgment about when to rely on AI-assisted output versus when a task needs direct human review

At Hiscox our spirit is in Challenging Convention and everything we do is guided by our Values.

• Courage: Dare to take a risk
• Ownership: Passionate, commercial and accountable
• Integrity: Do the right thing, however hard
• Connected: Together, build something better
• Human: Clear, fair and inclusive

The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment.

• Competitive salary and bonus (based on personal & company performance)
• 401(k) with competitive company matching
• Comprehensive health insurance, vision, dental and FSA plans (medical, limited purpose, and dependent care)
• Company paid group term life, short- term disability and long-term disability coverage
• Paid parental leave
• 4 week paid sabbatical after every 5 years of service
• Financial Adoption Assistance and Medical Travel Reimbursement Programs
• Annual reimbursement up to $600 for health club membership or fees associated with any fitness program
• Recipient of 2024 Cigna’s Well-Being Award for having a best-in-class health and wellness program
• Dynamic, creative and values-driven culture
• Modern and open office spaces, complimentary drinks 

Hiscox USA was established in 2006 to focus on the needs underserved and specialty commercial clients via both the regional broker and direct distribution channels and is today the fastest-growing business unit within the Hiscox Group.

Today, Hiscox USA has a talent force of about 400 employees mostly operating out of 6 major cities. Hiscox USA offers a broad portfolio of commercial products, including technology, cyber & data risk, multiple professional liability lines, media, entertainment, management liability, crime, kidnap & ransom, commercial property and terrorism.

Work with amazing people and be part of a unique culture