Job Description

Ledgebrook is a tech-enabled E&S MGA dedicated to the wholesale distribution channel. Our mission is to provide our wholesale brokers with the fastest, easiest quoting experience while delivering best-in-class pricing and risk selection. Ledgebrook’s guiding principle is to eliminate friction for both our wholesalers and our underwriters.

Our next-gen tech stack supports faster, risk-differentiated solutions to be crafted and delivered in response to the fast-paced needs of the E&S market. Our data-driven approach seeks to unlock more opportunities and value from every submission received, leading to a faster ‘yes’ more frequently, but may also lead to a quick ‘no’.

We are motivated and structured to move faster than traditional insurance organizations. To fully align business objectives with a long-term view that supports our culture and values, all employees will have the opportunity to participate in company ownership through equity grants. We aim to deliver a highly compelling overall employee value proposition and a total compensation package that couples equity grants with base pay and benefits offerings.

At Ledgebrook, as a unified team of company stewards, we will Care, Strive, and Thrive together!

About the Role

We are seeking an Underwriting Excellence Associate to support underwriting quality, consistency, and portfolio insight across Ledgebrook products.

This is a risk-focused analytical role that operates alongside underwriting teams but is clearly distinct from operational functions. The position does not involve transactional policy processing, submission handling, or broker servicing activities. Instead, it focuses on providing structured insight into inspection findings, loss patterns, policy-term risk developments, and renewal considerations to help strengthen underwriting decision-making and maintain alignment with internal guidelines and risk appetite.

You will work closely with Underwriters, Quality, Product, and Operations teams to monitor emerging risk signals throughout the policy lifecycle and contribute to improved portfolio transparency and underwriting discipline. This role is ideal for individuals with strong analytical thinking, attention to detail, and an interest in developing expertise in risk evaluation, loss trend interpretation, and insurance decision support within a fast-growing insurtech environment.

Key Responsibilities

Risk Review & Policy Lifecycle Monitoring

• Review inspection reports and recommendations to identify potential exposure changes or risk concerns.
• Support tracking of risk developments during the policy term and highlight cases requiring underwriting attention.
• Assist in evaluating whether inspection outcomes may require policy updates, endorsements, or additional underwriting review.
• Prepare clear summaries of risk observations for the renewal underwriting team.

Underwriting Decision Support

• Organize and structure risk-related information to support underwriting judgement.
• Contribute to maintaining clear and consistent underwriting documentation standards.
• Support thematic reviews of risk trends and recurring exposure issues.

Quality & Guideline Adherence

• Assist in monitoring underwriting files for alignment with internal guidelines and risk appetite principles.
• Identify potential quality gaps and contribute to continuous improvement initiatives.
• Support preparation of insight materials for training and underwriting governance discussions.

Renewal Insight Preparation

• Help consolidate inspection findings, loss signals, and policy-term developments to support renewal planning.
• Provide structured input on risk trajectory and potential underwriting considerations ahead of renewal.
• Assist in building standardized approaches to renewal risk insight reporting.

Process & Insight Development

• Participate in projects focused on improving risk transparency, underwriting consistency, and decision support tools.
• Collaborate cross-functionally with Underwriting, QA, Product Operations, and Data teams.

About you

• You are curious about how risk decisions are made and how they can be improved.
• You enjoy analyzing information and forming evidence-based insights.
• You are motivated by quality, structure, and continuous improvement, rather than transactional execution.
• You are comfortable working with multiple stakeholders and contributing ideas.
• You want to build expertise in insurance risk and underwriting strategy over time

Requirements

Must Have

• Strong analytical and problem-solving skills.
• Excellent attention to detail and ability to work with complex information.
• Ability to interpret qualitative information and translate it into clear structured conclusions.
• Strong written and verbal English communication skills.
• Ability to work independently and manage priorities in a fast-paced environment.
• Collaborative mindset and willingness to learn new technical concepts.

Nice to Have

• Experience in insurance, finance, risk, compliance, quality assurance, or analytical roles.
• Exposure to process improvement, audit, or governance activities.
• Startup or high-growth environment experience.
• Academic background in business, economics, finance, law, or related field.

Benefits

• Competitive salary and meaningful equity
• Unlimited paid time off
• A collaborative, transparent, and international company culture
• Completely remote, flexible schedule, and monthly coworking gatherings
• Unlimited paid time off