Berkley

Executive Technical Underwriter - Workers Compensation

Berkley$100K — $130K *
Finance & Insurance
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years of experience in workers’ compensation underwriting or closely related roles
  • Demonstrated expertise underwriting complex, middle market and large accounts
  • Proven ability to influence underwriting strategy and portfolio outcomes at a department or enterprise level
  • Strong analytical skills with the ability to translate data into actionable insights
  • Experience partnering with actuarial, product, and analytics teams
  • Exceptional communication and executive-level presentation skills
  • Ability to lead through influence in a matrixed environment
  • Strong discretion in handling sensitive and confidential information
  • Track record of leading complex initiatives with measurable business impact

Responsibilities

  • Serve as an escalation point for complex workers’ compensation risks
  • Refine underwriting guidelines and frameworks across market segments
  • Provide expert judgment on pricing and coverage for complex accounts
  • Monitor portfolio performance to identify risks and opportunities
  • Analyze data to assess portfolio health and recommend adjustments
  • Influence underwriting plans including growth and retention strategy
  • Work closely with underwriting leadership to execute business strategy
  • Partner cross-functionally to align underwriting with enterprise objectives
  • Lead and mentor senior underwriters, establishing best practices

Benefits

  • Health, dental, and vision insurance
  • Life and disability insurance
  • Wellness programs
  • Paid time off
  • 401(k) plan with profit-sharing options
Full Job Description
Responsibilities

The Executive Technical Underwriter serves as a senior technical and strategic authority within the underwriting organization. This role applies underwriting expertise, advanced analytics, and market insight to shape underwriting strategy, optimize portfolio performance, and guide complex risk decisions across the business.

 

Unlike the Executive Technical Underwriter, which focuses on managing and growing an individual book of business, the Underwriting Specialist operates at a broader portfolio and enterprise level, influencing underwriting appetite, pricing strategy, risk selection frameworks, and operational execution. This position partners closely with underwriting leadership, actuarial, product, claims, and business development teams to ensure BerkleyNet’s underwriting strategy drives sustainable profitability and long-term growth.

 

The Executive Technical Underwriter is also a recognized subject matter expert, setting technical standards, mentoring senior underwriters, and leading high-impact initiatives that shape the future of the underwriting function.

 

Advanced Underwriting & Risk Strategy

  • Serve as an escalation point for highly complex, non-standard, or high-exposure workers’ compensation risks.
  • Refine underwriting guidelines, authority levels, and risk appetite frameworks across premium bands and market segments.
  • Provide expert judgment on pricing, structure, and coverage for complex accounts, balancing profitability, growth, and risk tolerance.
  • Monitor portfolio performance and loss trends to proactively identify emerging risks and opportunities.

Portfolio & Financial Performance Leadership

  • Analyze underwriting, pricing, and loss data to assess portfolio health and recommend strategic adjustments.
  • Partner with actuarial and analytics teams to evaluate rate adequacy, segmentation strategies, and underwriting models.
  • Influence annual and multi-year underwriting plans, including new business growth, retention strategy, and mix of business targets.
  • Drive corrective action plans when portfolio performance deviates from targets.

Enterprise Collaboration & Strategic Influence

  • Work closely with underwriting leadership to translate business strategy into underwriting execution.
  • Partner cross-functionally with Product, Claims, Actuarial, Business Development, Compliance, and Technology to align underwriting decisions with enterprise objectives.
  • Contribute underwriting expertise to product enhancements, system enhancements, and digital underwriting initiatives.
  • Represent underwriting in enterprise-wide initiatives and working groups.

Leadership, Mentorship & Capability Building

  • Act as a technical authority for Sr. Underwriters and underwriting leaders.
  • Establish best practices, technical standards to elevate underwriting capability across the team.
  • Lead or sponsor department and cross-functional initiatives with broad organizational impact.
  • Influence without direct authority, fostering a culture of accountability, quality decision-making, and continuous improvement.
  • Maintain expert-level knowledge of workers’ compensation laws, regulations, market dynamics, and competitive trends.
  • Anticipate regulatory or market changes and recommend proactive underwriting or strategic responses.
  • Represent BerkleyNet as an underwriting expert in internal forums, agency engagements, and select industry events.
Qualifications
  • 8+ years of experience in workers’ compensation underwriting or closely related roles
  • Demonstrated expertise underwriting complex, middle market and large accounts
  • Proven ability to influence underwriting strategy and portfolio outcomes at a department or enterprise level
  • Strong analytical skills with the ability to translate data into actionable insights
  • Experience partnering with actuarial, product, and analytics teams
  • Exceptional communication and executive-level presentation skills
  • Ability to lead through influence in a matrixed environment
  • Strong discretion in handling sensitive and confidential information
  • Track record of leading complex initiatives with measurable business impact

Education 

  • Bachelor’s degree or equivalent work experience
  • CPCU, ARM, or other relevant insurance industry designation preferred
The company offers a competitive compensation plan and robust benefits package for full time regular employees. Base salary & Benefits include Health, dental, vision, life, disability, wellness, paid time off, 401(k) and profit-sharing plans. Salary Range: $100k-$130k 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. Additional RequirementsTravel Requirements Low level of domestic U.S. travel required (up to 5% - 10% of time)

About Berkley

Berkley is a packaging company that develops innovative solutions to help our customers sell more product and be on the edge. Berkley offers the cost advantages and creative control of an in house/on site agency without the risk and hassle of oversight. Berkley develops turnkey retail environments – including design, manufacturing and installation services.

Berkley Careers

Joining Berkley presents a prime opportunity to be part of a team renowned for its leadership in the industry, fostering innovation and growth. Berkley, a company committed to professional excellence and diversity, offers a range of job opportunities that cater to various skills and career aspirations.

Explore Job Opportunities

Berkley is actively hiring, seeking individuals who are passionate, driven, and ready to contribute to a dynamic team environment. With a variety of positions available, Berkley provides a platform for professionals at every stage of their career, from entry-level to senior leadership roles.

Internship Programs

Kickstart a career with Berkley through comprehensive internship programs designed to provide hands-on experience in a real-world setting. Internships at Berkley are a gateway to full-time employment, offering invaluable industry exposure and networking opportunities.

Professional Growth and Development

Berkley is dedicated to the continuous professional development of its team members. The company supports career advancement through leadership training programs, workshops, and seminars that enhance skills and foster innovation.

Diversity and Inclusion

At Berkley, diversity is celebrated and actively promoted through various initiatives and diversity training programs. The company believes that a diverse workforce is key to driving creativity and innovation.

Benefits and Culture

Employees at Berkley enjoy a range of benefits designed to support their professional and personal lives. The company culture emphasizes teamwork, respect, and integrity, creating an environment where everyone can thrive.

Applying for a Position

To apply for a position at Berkley, candidates are encouraged to submit a resume that highlights relevant experience and skills. The interview process is designed to assess not only professional qualifications but also a candidate's fit with Berkley's culture and values.

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