Regional Manager of Learning, Development & Contractor Programs (Lakeland)

Essential Duties and Responsibilities:Learning Management and Training Development:Administer, manage, and optimize the company's Learning Management System (LMS), ensuring training records, course structures, assignments, and reporting meet organizational and compliance needs.Design, develop, and refine training content, modules, and curricula for internal associates, contractors, and specialized operational teams.Collaborate with subject matter experts to produce high-quality training materials—eLearning, videos, assessments, instructor-led modules, and hybrid content.Evaluate training effectiveness using data-based insights to ensure continuous improvement.Associate Career Pathing & Workforce Development:Design and maintain comprehensive career pathing frameworks for all major job families within the company, ensuring transparent and achievable advancement opportunities.Build and oversee a cross-training platform that allows associates to gain skills and experience across multiple departments.Establish career pathing and ongoing training programs for senior leadership roles.Lead the development and refinement of a Manager-in-Training (MIT) program designed to prepare internal talent for entry-level leadership positions.Partner with HR and department leaders to forecast training needs based on workforce planning requirements.Contractor Development ProgramsOversee the Delivery Ambassador Program, ensuring consistent auditing, evaluation, and coaching of contractor delivery teams and departments as assigned.Lead all aspects of the contractor lifecycle including:Contractor onboardingContractor skills refinementRoad test coordination and complianceContractor retention initiatives and KPI managementEnsure contractor-facing training programs align with company quality, legal, safety, and operational standards.Commercial Driver & Safety TrainingOversee commercial driver onboarding, capability development, and skill growth programs.Work with Safety and Compliance leadership to refine, standardize, and maintain commercial driver training protocols and documentation.Collaborate with Safety leadership to ensure all OSHA and FMCSA-related training is compliant, accurately documented, and efficiently delivered.Maintain recordkeeping within regulatory requirements and industry best practices.Oversee CDL school partnershipsLeadership & Cross-Functional CollaborationLead and mentor a team of department leadership for the training and development, contractor onboarding, contractor recruiting, delivery ambassadors, and special programs departments.Partner closely with Operations, HR, Safety, and Recruiting leaders to align training strategies with organizational goals.Develop training-related KPIs and provide regular reports to senior leadership.Manage vendor and external training partnerships, including CDL schools and eLearning providers.Employment StandardsKnowledgeStrong understanding of adult learning principles, instructional design, and workforce development methodologies.Demonstrated knowledge of Learning Management Systems (LMS), including administration, configuration, and content deployment.FMCSA, OSHA and Commercial driving compliance requirements are a plus.Microsoft program proficiency including Excel, Word, Teams, Outlook, and PowerPoint is required.EducationBachelor's degree in business management, Workforce Training & Development, Education, or a related discipline.Equivalent combination of education and experience may be considered.ExperienceMinimum 5 years of experience in training and development, workforce development, learning design, or a similar field.Minimum 2 years of high-level leadership experience managing training teams or large-scale learning programs.Extensive experience administering, managing, and optimizing Learning Management Systems (LMS), including course architecture, user management, reporting, and compliance tracking.Experience developing training content and leading large-scale program rollouts. Essential RequirementsExperience working in logistics, transportation or contractor based operational environments preferred.Essential RequirementsExcellent verbal and written communication skills with ability to effectively present and communicate with all levels within the organization, with agencies and vendors.Excellent organizational skills with ability to handle multiple priorities, meet demanding deadlines and adjust to sudden changes in workflow.Excellent analytical skills with the ability to think independently, take corrective action, and to resolve employee inquiries and requests for information.Detail oriented, flexible with continuous process/system change with an ability to handle a high pressure, deadline heavy environment.Exceptional team and leadership development ability.Ability to manage leadership and teams across a large geographical area.Ability to write reports, business correspondence and procedure manuals.Ability to deal with problems involving several variables in a variety of situations.Ability to act independently and take initiative to solve problems, implement solutions, and create new processesAbility to maintain all job-related information in a confidential and private manner.Working ConditionsAbility to work extended hours may be required to meet deadlines, handle unusual workloads or to accomplish organizational prioritiesAbility to Travel up to 60% of the time.Ability to sit for prolonged periods in one location which may be restricted to the employee's workstation.