Training Lead

Markel

. Lead learning and enablement strategies for enterprise transformation initiatives .

Posted 9/22/2026full-timeUnited StatesSenior💰 $82,500 - $171,900 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in leading learning and enablement strategies for enterprise transformation initiatives, with a strong focus on instructional design, curriculum development, and leveraging AI tools to enhance learning outcomes. Proficient in stakeholder management and developing metrics to measure training effectiveness and adoption.

Highest-signal resume keywords

Instructional Design ExpertiseCurriculum DevelopmentLearning Strategy DevelopmentStakeholder ManagementAI Tool Utilization

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Training DevelopmentLearning Needs AssessmentPerformance Support ResourcesChange ManagementLearning Effectiveness MetricsFacilitation SkillsConsulting SkillsOrganizational Change ProgramsGovernance StandardsAdoption Measurement

Soft Skills

Presentation SkillsCollaborationConsultingProblem-SolvingAdaptability

Tools & Technologies

Microsoft 365TeamsSharePointPowerPointMicrosoft CopilotChatGPT

Industry Keywords

Insurance Industry ExperienceEnterprise TransformationOrganizational EffectivenessADKARProsci

About the role

Key responsibilities & impact

Lead learning and enablement strategies for enterprise transformation initiatives
Partner with business leaders, project teams, and Change Managers to identify knowledge gaps, performance needs, and adoption risks
Conduct learning needs assessments and define role-based learning requirements
Develop learning strategies aligned with business objectives, project goals, and change outcomes
Design and develop curricula, learning paths, eLearning modules, instructor-led training materials, videos, job aids, quick reference guides, and performance support resources
Apply adult learning principles and instructional design methodologies
Translate complex business processes, technology solutions, and organizational changes into actionable learning content
Leverage learning technologies and AI-enabled tools to improve content quality, speed, and scalability
Establish and maintain training standards, templates, and reusable learning assets
Deliver instructor-led, virtual, hybrid, and train-the-trainer learning programs
Facilitate workshops, office hours, and learner support sessions
Partner with subject matter experts and business stakeholders to validate learning content and objectives
Support leader and manager enablement activities
Manage learner participation, completion tracking, and training reporting
Measure training effectiveness, learner proficiency, and adoption outcomes
Develop reinforcement strategies that sustain knowledge retention and behavior change
Identify and mitigate learning-related risks and adoption barriers
Partner with Change Managers on readiness assessments, adoption measurement, and continuous improvement
Collaborate with Change Management, Operations, Product, Technology, and Business teams
Integrate learning strategies into project, implementation, and adoption plans
Support enterprise transformation initiatives, system implementations, process improvements, AI adoption efforts, and organizational change programs
Drive continuous improvement through lessons learned, feedback analysis, and data-driven enhancements

Requirements

What you’ll need

7–10 years of experience in Training, Learning & Development, Instructional Design, Change Management, Organizational Effectiveness, or a related field
Experience leading learning and enablement efforts for large-scale business, process, technology, or organizational transformation initiatives
Strong instructional design expertise, including curriculum development, eLearning, job aids, and performance support resources
Strong facilitation, presentation, consulting, and stakeholder management skills
Experience developing learning strategies that drive business outcomes and employee adoption
Experience consulting with leaders and stakeholders to identify performance improvement opportunities
Experience partnering with cross-functional business and technology teams
Ability to manage multiple initiatives and priorities in a fast-paced environment
Proficiency with Microsoft 365 tools, including Teams, SharePoint, PowerPoint, and Copilot
US Work Authorization required
Markel does not provide visa sponsorship for this position, now or in the future
Insurance industry experience preferred
Experience supporting enterprise change management and business transformation initiatives
Experience establishing learning governance, standards, and measurement practices
Experience developing adoption, readiness, and learning effectiveness metrics
Experience leveraging AI tools such as Microsoft Copilot, ChatGPT, or similar technologies
Familiarity with Prosci, ADKAR, or other change management methodologies preferred

Benefits

Comp & perks

Multiple health, dental, and vision insurance plan options
Optional life, disability, and AD&D insurance
401(k) with employer match contributions
Employee Stock Purchase Plan
PTO
Corporate holidays and floating holidays
Parental leave
Annual incentive plan eligibility