Senior Learning and Development Insurance Trainer

Starr Insurance Companies$115K — $147K *
Finance & Insurance
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree in insurance, business, Human Resources, education, or related field required; advanced degree or certifications (e.g., CPCU, AIC) a plus.
  • 7-10 years of experience in the property-casualty insurance industry, with a background in training development.
  • Expertise in designing and delivering technical insurance training programs.
  • Proven experience facilitating live and online training sessions.
  • Experience with learning management systems, with familiarity in Cornerstone preferred.
  • Excellent communication and presentation skills to engage stakeholders effectively.
  • Ability to manage multiple projects in a fast-paced environment.

Responsibilities

  • Oversee the creation and delivery of technical training programs for underwriting and claims.
  • Develop an introductory curriculum for newcomers to the insurance sector.
  • Collaborate with subject matter experts to enhance training content and curriculum.
  • Assess training needs and recommend targeted solutions to address skill gaps.
  • Evaluate training effectiveness and implement improvements based on data and participant feedback.
  • Support the development of management and leadership training initiatives related to underwriting and claims.
  • Maintain current knowledge of property-casualty insurance trends and adult learning methodologies.

Benefits

  • Opportunity for professional development through advanced training initiatives.
  • Access to industry-specific resources from law firms, risk managers, and more.
  • Engagement with a diverse range of experts and stakeholders.
  • Dynamic work environment with multiple project management opportunities.
Full Job Description
In this role, you will be instrumental in advancing the technical expertise of our underwriting and claims professionals. Reporting to the Director, Global Learning and Development, you will oversee the creation, design, and delivery of high-impact, insurance-specific training programs that support both new and experienced employees. You will leverage internal and external resources (law firms, risk managers, brokers, and other subject matter experts (SMEs)) to offer relevant, topical learning content and discussions.

Key Responsibilities:
  • Oversee the design, development, and delivery of technical training programs focused primarily on underwriting and claims. Ensure that content is informative and engaging, and reflects current industry standards, regulatory requirements, and Starr's business needs.
  • Create an introductory curriculum for those new to the insurance industry to assist them in developing their insurance knowledge.
  • Collaborate with internal and external subject matter experts to source, validate, and enhance training content; coordinate SME-led sessions and integrate them into the broader curriculum.
  • Assess training needs through consultation with business leaders, analysis of performance data, and direct feedback from participants; recommend and implement targeted solutions to address skill gaps.
  • Evaluate training effectiveness using participant feedback, assessments, and business performance metrics; make data-driven improvements to content and delivery methods.
  • Coordinate and support the development of management and leadership training initiatives as they relate to underwriting and claims functions.
  • Maintain up-to-date knowledge of property-casualty insurance trends, underwriting and claims best practices, and adult learning methodologies.
  • Work with other Human Resources personnel to help document and drive the adoption of job families.
  • Curate, implement, and organize online materials to create customized learning paths for specific units.

Qualifications:
  • Bachelor's degree in insurance, business, Human Resources, education, or a related field required; advanced degree or professional certifications (e.g., CPCU, AIC, SHRM-CP/SCP) a plus.
  • Minimum 7-10 years of experience in the property-casualty insurance industry, with a strong background in developing underwriting and/or claims training materials.
  • Demonstrated expertise in designing, presenting, and coordinating technical insurance training programs.
  • Proven experience facilitating both live (virtual and in-person) and online training for diverse audiences.
  • Experience with learning management systems (LMS) preferred; familiarity with Cornerstone LMS a plus.
  • Excellent communication, presentation, and interpersonal skills, with the ability to engage and influence stakeholders at all levels.
  • Ability to manage multiple projects and priorities in a fast-paced, dynamic environment.
  • Strong analytical and problem-solving abilities.
  • Experience collaborating with subject matter experts and cross-functional teams.
  • Commitment to fostering an inclusive and engaging learning environment.

Physical Requirements:
  • Ability and willingness to travel frequently to Starr's domestic office locations for in-person training delivery and collaboration.


For individuals assigned and/or hired to work in New York, Starr Insurance Companies is required by law to include a reasonable estimate of the compensation range for this role. The wage range for this role takes into account the wide range of factors that are considered in making compensation decisions including but not limited to skill sets: experience and training: licensure and certifications: and other business and organizational needs. A reasonable estimate of the current range is $115,000-$147,800

About Starr Insurance Companies

Starr Insurance Companies Careers

There has never been a better time to join the global team of Starr Insurance Companies—the leading provider of insurance and investment solutions worldwide.

Work You’ll Do

Join Starr Insurance Companies' top-tier team to assist some of the most prestigious clients in navigating their risk management and insurance strategies. Transform the approach to global insurance solutions with the brightest minds at Starr Insurance Companies. This is where innovation meets industry expertise in a dynamic environment. Lead from a unique position in the marketplace, at the crossroads of deep industry knowledge and extensive insurance innovation. Engage with a worldwide network of professionals dedicated to redefining the future of insurance and risk management. Collaborate with a diverse and inclusive team, fostering a culture of professional growth and diversity training.

Introducing the Starr Insurance Companies Professional Growth Path

The team is committed to building a leading career development framework to help individuals master their professional journey within the insurance industry.

Do Innovative Work

Be part of a team that is at the forefront of industry innovation—delivering targeted solutions through a depth of expertise that is unmatched in the insurance sector.

Drive Innovation and Leadership

Develop and implement groundbreaking solutions on trusted platforms, enhancing Starr Insurance Companies' position as a leader in the insurance industry.

Be Part of a Great Team

Join a team that values diversity and leadership, working on a wide range of initiatives that harness the capabilities of Starr Insurance Companies' global presence.

Future-proof Your Career

Advance your career with limitless opportunities supported by unmatched training, development, and certification programs.

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Discover how Starr Insurance Companies is leading the way in predictive analytics to revolutionize risk assessment and management solutions.

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With a commitment to innovation and leadership, Starr Insurance Companies helps clients tackle the challenges of today’s dynamic market. Clients globally turn to Starr Insurance Companies for strategic insights and solutions that drive growth and success in the insurance industry.

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