Training Partner

Jobtailor; Illinois; On-site; USD 90,000 - 130,000; Full time

Job summary

Markel seeks an experienced Learning and Development professional to design, deliver, and measure soft-skills training for underwriters, brokers, and operations. You will translate complex insurance content into engaging, learner-centered programs and facilitate both in-person and virtual sessions.

The role emphasizes coaching, executive presence, and behavior change across varied audiences, with significant travel and collaboration with business leaders to drive capability building.

Qualifications

• Bachelor’s degree or equivalent in a related field.
• Certifications in L&D, coaching, leadership development or insurance preferred.
• 7+ years in learning and development, facilitation, coaching, instructional design or training with emphasis on soft-skills.

Responsibilities

• Design, develop and deliver learning experiences emphasizing soft skills such as communication, influence, customer interaction, relationship-based sales, negotiation, presentation skills, collaboration, coaching, and professional effectiveness.
• Create programs that strengthen relationship building, executive presence, and impact in client, partner, and team interactions.
• Partner with leaders and SMEs to identify capability gaps and align learning solutions to business priorities.
• Translate insurance content into practical, learner-centered programs connecting product, underwriting, workflow, and compliance with interpersonal skills.
• Develop facilitator guides, workbooks, job aids, presentations, e-learning modules, and assessments.
• Facilitate in-person and virtual sessions; provide coaching and reinforcement.
• Measure learning effectiveness and refine programs based on feedback and business impact.
• Support change initiatives through learning strategies that improve communication and employee engagement.

Skills

Learning And Development

Facilitation

Coaching

Instructional Design

E&S Insurance Experience

Education

Bachelor’s degree in business, insurance, education, HR or related field

Tools

AI Capabilities

Virtual Training Platforms

Job description

• Design, develop, and deliver learning experiences emphasizing soft skills such as communication, influence, customer interaction, relationship-based sales, negotiation, presentation skills, collaboration, coaching, and professional effectiveness
• Support early-career development and underwriting career paths as needed
• Create programs that strengthen relationship building, confidence, executive presence, and effectiveness in client, partner, and team interactions
• Partner with business leaders, subject matter experts, and cross-functional teams to identify capability gaps and align learning solutions to business priorities
• Translate technical insurance content into practical, learner-centered programs connecting product, underwriting, workflow, and compliance knowledge with interpersonal and communication skills
• Develop facilitator guides, participant workbooks, job aids, presentations, e-learning modules, practice activities, and assessments
• Facilitate in-person and virtual sessions encouraging discussion, reflection, skill practice, and real-world application
• Provide coaching, feedback, and reinforcement to learners and leaders
• Measure learning effectiveness through feedback, assessments, learner performance, behavior change, and business impact; refine programs based on insights
• Support change initiatives and business transformation through learning strategies that strengthen communication, adaptability, and employee engagement

Requirements

• Bachelor’s degree in business, insurance, education, human resources, organizational development, or a related field, or an equivalent combination of education and experience
• Professional certifications or designations in learning and development, coaching, leadership development, or insurance preferred
• 7+ years of meaningful experience in learning and development, facilitation, coaching, instructional design, or training, with a strong emphasis on soft-skills development
• Experience in the E&S insurance industry, including knowledge of surplus lines, underwriting, coverages, market practices, and related workflows
• Experience training underwriters, brokers, operations teams, or other insurance professionals in wholesale, programs, specialty, or E&S environments
• Proven success designing and delivering programs focused on communication, collaboration, influence, presentation effectiveness, relationship building, and professional growth across a range of audience and experience levels, including early-career employees and insurance professionals
• Strong facilitation, presentation, and interpersonal communication skills, with the ability to engage learners in both in-person and virtual environments
• Experience providing performance-based coaching, feedback, and reinforcement strategies that support skill adoption and behavior change
• Ability to tailor learning solutions for different audiences, roles, and experience levels, and translate business needs into practical development opportunities
• Ability to use and develop AI capabilities to design and deliver innovative training experiences that promote behavior change and adoption of trained skills, attitudes and habits
• Strong stakeholder management, organization, and project execution skills
• Experience supporting managers and teams through behavior change, capability building, or employee development initiatives
• Ability to travel 25-35%, as needed
• US Work Authorization required; Markel does not provide visa sponsorship for this position, now or in the future

Core Competencies

Demonstrates expertise in designing and delivering learning experiences that enhance soft skills, communication, and relationship building within the insurance industry. Proven ability to translate technical content into engaging, learner-centered programs while measuring effectiveness and supporting behavior change.

Highest-signal resume keywords

• Learning And Development
• Facilitation
• Coaching
• Instructional Design
• E&S Insurance Experience

ATS Optimization Keywords

Hard Skills

• Program Design
• Curriculum Development
• Assessment Creation
• E-Learning Module Development
• Behavior Change Strategies

Soft Skills

• Interpersonal Communication
• Collaboration
• Presentation Skills
• Adaptability
• Stakeholder Management

Certifications & Qualifications

• Learning And Development Certification
• Coaching Certification
• Leadership Development Certification

Industry Keywords

• Surplus Lines
• Underwriting
• Market Practices
• Wholesale Insurance
• Specialty Insurance

Tools & Technologies

• AI Capabilities
• Virtual Training Platforms