W. R. Berkley Corporation · 10 hours ago
Director of Learning & Development (E&S Segment)
W. R. Berkley Corporation is one of the largest commercial lines property and casualty insurers in the United States. They are seeking a Director of Learning & Development for the E&S segment to build and scale learning solutions that enhance capability development and drive business performance while fostering a culture of continuous growth.
Auto InsuranceFinancial ServicesHealth InsuranceInsuranceLife InsuranceProfessional ServicesProperty Insurance
Responsibilities
Develop and lead a comprehensive L&D strategy that supports the E&S segment’s growth, transformation, and talent development goals. Ensure alignment with enterprise-wide learning frameworks while tailoring solutions to segment-specific needs
Apply adult learning principles to design and facilitate interactive, engaging learning experiences that drive knowledge retention and application
Build facilitation capability within E&S staff by coaching and developing their skills to deliver effective learning sessions, fostering a culture of knowledge sharing and continuous improvement
Ensure alignment on objectives, shared priorities, and seamless execution of enterprise-developed L&D programs within the E&S segment. Act as a connector between segment needs and corporate resources
Design and deliver high-impact professional development programs that strengthen expertise and build a pipeline of ready-now talent for business-critical roles as well as future leaders
Partner with business leaders and SMEs to identify skill gaps and deliver targeted learning solutions that enhance Underwriting, Claims, and other core E&S capabilities
Support organizational change initiatives through learning interventions that build agility, resilience, and alignment with company’s values and culture
Establish metrics to assess learning effectiveness, business impact, and ROI. Use data and feedback to continuously improve programs and demonstrate value to stakeholders
Qualification
Required
7+ years in Learning & Development or Talent Management, with 5+ years leading multi-disciplinary L&D teams and portfolios
Proven experience designing, implementing, and scaling technical and leadership development programs with measurable business impact
Experience facilitating learning programs for professional audiences and coaching others to become effective facilitators
Demonstrated success partnering with senior business leaders to align learning with strategy and performance goals
Established track record of effective partnership with SMEs to develop and execute on program content
Experience with learning technologies, data/analytics, vendor selection/management, and program accreditation/certification
Proficiency with LMS/LXP platforms, content authoring tools, learning analytics dashboards, and survey/assessment methodologies
Comfort with competency/capability modeling, job architecture, career frameworks, and instructional design best practices
Strategic Agility: Translates segment strategy into focused learning portfolios and clear outcomes
Business Acumen: Understands E&S market dynamics and operational drivers; ties learning to performance and risk outcomes
Program Design Excellence: Crafts blended, scalable solutions with strong pedagogy and applied practice
Facilitation Expertise: Skilled in applying adult learning theory to create dynamic, learner-centered experiences. Able to engage diverse audiences and adapt delivery methods for maximum impact
Capability Building: Demonstrated ability to coach and develop others in facilitation techniques, fostering a culture of knowledge sharing and continuous improvement
Stakeholder Influence: Aligns diverse leaders and functions; manages ambiguity and competing priorities effectively
Data-Driven Decision-Making: Uses analytics to prioritize, iterate, and demonstrate ROI
Change Leadership: Orchestrates learning that enables adoption, resilience, and behavioral shift
Inclusive Leadership: Builds equitable access to learning; promotes diverse pipelines and psychological safety
Operational Discipline: Delivers with quality, timeliness, and fiscal responsibility
Accountability: Resourceful, self-sufficient and takes full ownership of results
Bachelor's degree required
Preferred
Industry experience in E&S or broader P&C insurance strongly preferred; familiarity with underwriting, claims, and risk disciplines is a plus
Master's degree in HR, Education, Organizational Psychology, Business, or related field preferred
Benefits
Medical
Dental
Vision
Flexible Spending Account
Health Savings Account
Health Reimbursement Arrangement
Short & Long Term Disability
401(k)/Profit Sharing/Employee Stock Purchase Plan
Life/Accidental Death & Dismemberment/Travel and Additional Life Insurance
Employee Assistance Program
Paid Time Off (Vacation/Sick/Holidays)
Industry-related education and exams
Industry-related tuition assistance
Company
W. R. Berkley Corporation
Founded in 1967, W. R.
Funding
Current Stage
Public CompanyTotal Funding
unknownKey Investors
Mitsui Sumitomo Insurance Company
2025-12-05Post Ipo Equity
1973-10-19IPO
Leadership Team
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