Demo

Senior Underwriter, Retail Cyber & Technology E&O

Liberty Mutual Insurance
Chicago, IL Full Time
POSTED ON 10/16/2026
AVAILABLE BEFORE 11/22/2026
Description

Liberty’s Cyber Retail team is growing, and we're looking for an experienced underwriter to help build our retail portfolio in primary cyber, technology errors and omissions (Tech E&O), and related cyber liability products. Based in our Chicago office, you'll underwrite small and medium enterprise (SME), middle-market, and select large, complex risks placed through retail brokers across the Midwest.

You bring strong retail broker relationships, a self-starter approach to sourcing and developing new submissions, and the ability to underwrite accounts of varying size and complexity while keeping a consistent, portfolio-focused approach to risk selection.

Depending on your experience, we'll consider you for our senior or executive-level underwriting positions.

What You'll Do

  • Manage a portfolio of brokers, agents and clients, using your market presence and expertise to develop and underwrite profitable business as a representative of Liberty Mutual and Ironshore.
  • Build relationships with senior, market-leading brokers and key agents, maintain a strong market presence and look for ways to strengthen existing relationships and develop new ones.
  • Explain key coverage differences with a high degree of detail.
  • Provide meaningful input into business and marketing planning, including data-driven insights from portfolio analysis.
  • Collaborate across departments on projects that drive underwriting and process excellence, working effectively with underwriting support, claims, actuarial and directors of underwriting across North America.
  • Stay current on key legal cases, legislation and regulation affecting your area of underwriting expertise, and share that knowledge through thought leadership.

Qualifications

  • Degree in Business or equivalent typically required
  • A minimum of 7 years expected, typically 5 years or more, of progressive underwriting experience and/or other related business experience
  • CPCU or professional insurance designation preferred
  • Proven analytical ability to evaluate and judge underwriting risks within scope of responsibility
  • Demonstrated ability to communicate complex analyses and information in understandable written and/or oral directives to other persons in the organization for underwriting or training purposes
  • Demonstrated effective communication and interpersonal skills in dealing with internal and external stakeholders
  • Must demonstrate comprehension of most complex technical underwriting issues and be capable of defining and implementing necessary underwriting and administrative processes/workflows to properly manage or administer those issues
  • Proven track record of developing and underwriting profitable business

About Us

Pay Philosophy: The typical starting salary range for this role is determined by a number of factors including skills, experience, education, certifications and location. The full salary range for this role reflects the competitive labor market value for all employees in these positions across the national market and provides an opportunity to progress as employees grow and develop within the role. Some roles at Liberty Mutual have a corresponding compensation plan which may include commission and/or bonus earnings at rates that vary based on multiple factors set forth in the compensation plan for the role.

At Liberty Mutual, our goal is to create a workplace where everyone feels valued, supported, and can thrive. We build an environment that welcomes a wide range of perspectives and experiences, with inclusion embedded in every aspect of our culture and reflected in everyday interactions. This comes to life through comprehensive benefits, workplace flexibility, professional development opportunities, and a host of opportunities provided through our Employee Resource Groups. Each employee plays a role in creating our inclusive culture, which supports every individual to do their best work. Together, we cultivate a community where everyone can make a meaningful impact for our business, our customers, and the communities we serve.

We value your hard work, integrity and commitment to make things better, and we put people first by offering you benefits that support your life and well-being. To learn more about our benefit offerings please visit: https://www.libertymutualgroup.com/about-lm/careers/benefits

Liberty Mutual is an equal opportunity employer. We will not tolerate discrimination on the basis of race, color, national origin, sex, sexual orientation, gender identity, religion, age, disability, veteran's status, pregnancy, genetic information or on any basis prohibited by federal, state or local law.

Fair Chance Notices

  • California
  • Los Angeles Incorporated
  • Los Angeles Unincorporated
  • Philadelphia
  • San Francisco

Salary : $76,000 - $197,000

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