Senior Underwriting Transformation Analyst

New York - Manhattan; Connecticut; Boston; Chicago; Atlanta
Full-time
$100-$160k
Posted Nov 9, 2026

Apply on employer site

Skills

Communication
Microsoft Excel
Microsoft Office
Operations
Writing

Job description

Job Type:

Permanent

Build a brilliant future with Hiscox

Senior Underwriting Transformation Analyst

Reports to: VP, Underwriting Transformation

Location: Atlanta, Boston, Chicago, New York, West Hartford

Travel: Less than 10%

The Role:

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.

Core Responsibilities:

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

Analysis & Capability Development:

•Build the analytical case for capability concepts: pull and interpret the underwriting, portfolio, or operational data that determines whether an idea actually holds up

•Draft business cases, comparisons, and capability write-ups (AI-assisted) that move a concept from idea to something stakeholders can decide on — and push back where the logic is weak

•Build and maintain lightweight tools and templates (Excel, PowerPoint, AI-assisted where useful) that make recurring analysis faster and sharper

Cross-Functional Execution:

•Drive working sessions with Operations, Underwriting, Product, and Distribution forward: show up with a point of view on the material, not just an agenda

•Turn cross-functional input into concrete next steps and decisions, not just notes

•Enable and support the execution of our most important transformation agenda initiatives

•Keep multiple concepts moving in parallel, chasing open items and clearing blockers so momentum doesn't stall

Executive & Stakeholder Communication:

•Shape materials built to move a concept forward with senior stakeholders: evidence-backed, clearly argued, and able to withstand scrutiny

•Contribute directly to the narrative and recommendation, not just the slides underneath it

•Pull together consolidated views (e.g., pipeline status, competitive landscape) that keep the transformation agenda visible to leadership on a recurring cadence

Qualifications & Experience:

•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

Hiscox Values:

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

Salary Range: $100-$160k

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 .

**Please note that this position is hybrid and requires two (2) days in our office weekly**

What Hiscox USA Offers:

•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

About Hiscox USA:

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.

#LI-RM1

Work with amazing people and be part of a unique culture