Hiring: Director of Learning & Development (E&S Segment) Company: W. R. Berkley Corporation Location: Chicago, IL Job Posted Time: 2026-09-09 18:00:10 Target Skills & Keywords : C R Segment About the job Experience: •7+ years in Learning & Development or Talent Management, with 5+ years leading multi-disciplinary L&D teams and portfolios. Required Skills: •The Company is an equal employment opportunity employer. •The Director of Learning & Development (L&D) for the E&S segment is a strategic and innovative leader responsible for building and scaling learning solutions that accelerate capability development, drive business performance, and foster a culture of continuous growth. This role partners closely with segment leadership to ensure learning initiatives are tightly aligned with business priorities, talent strategies, and the evolving needs of the E&S marketplace. •Learning Strategy & Execution •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. •Learning Facilitation & Capability Development •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. •Cross-Segment Collaboration •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. •Professional Development •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. •Technical & Functional Capability Building •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. •Change Enablement & Culture Activation •Support organizational change initiatives through learning interventions that build agility, resilience, and alignment with company’s values and culture. •Measurement & Impact Qualifications: •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. •Industry experience in E&S or broader P&C insurance strongly preferred; familiarity with underwriting, claims, and risk disciplines is a plus. •Demonstrated success partnering with senior business leaders to align learning with strateg Compensation: •$10 Interested candidates, please apply directly through the job posting on company's career page or try via AI auto apply on this platform. Don't miss this opportunity to join a forward-thinking team!