Director of Sales Enablement

WoodmenLife

. Develop, communicate and execute a comprehensive sales enablement strategy and multiyear roadmap .

Posted 10/2/2026full-timeOmaha • Nebraska • United StatesLeadWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in developing and executing sales enablement strategies, optimizing sales processes, and leading cross-functional initiatives. Proficient in leveraging technology, including CRM and AI tools, to enhance sales operations and drive performance improvements.

Highest-signal resume keywords

Sales Enablement Strategy DevelopmentLife Insurance Industry ExperienceCross-Functional Team LeadershipCRM Platform ProficiencyAI Technology Utilization

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Sales OperationsSales TrainingProject GovernanceBudget ManagementData AnalysisPerformance MeasurementProcess TransformationVendor ManagementCommission SystemsAgent Contracting

Soft Skills

Excellent Communication SkillsPersuasion SkillsProblem-Solving SkillsDecision-Making SkillsCustomer Service Commitment

Tools & Technologies

CRM PlatformsSales Enablement TechnologiesMicrosoft Office ApplicationsGenerative AI ToolsAI-Powered Work Tools

Industry Keywords

Life Insurance DistributionIndependent Marketing OrganizationsCompliance RequirementsSales ProcessesField Leadership

About the role

Key responsibilities & impact

Develop, communicate and execute a comprehensive sales enablement strategy and multiyear roadmap
Provide strategic leadership through the Managers of Sales Operations and Sales Training
Evaluate the sales ecosystem, field feedback, competitive environment and emerging capabilities; identify gaps and lead solutions
Own the governance, adoption and optimization of sales enablement technology, including CRM, agent contracting and commission systems
Lead selection and implementation of a new commission system
Optimize the agent contracting platform in partnership with Sales Operations, IT, Finance, Compliance and other stakeholders
Establish standards and measures driving consistent use of sales processes, CRM and needs-based selling
Strengthen recruiting, onboarding, time to productivity and representative retention
Develop dashboards and KPIs; report results and recommendations to executive leadership
Build business cases, manage budgets and vendors, prioritize investments and allocate resources
Lead cross-functional initiatives with IT, HR, Marketing, Product, Operations, Finance, Legal and Compliance
Leverage AI technologies to streamline workflows and coach teams on safe, ethical and effective AI use
Meet attendance and punctuality expectations
Perform other duties as assigned

Requirements

What you’ll need

Bachelor’s degree from an accredited college or university required; advanced degree preferred
10+ years of progressive experience in the life insurance industry
Experience in sales distribution, sales operations, sales training, recruiting support, field leadership, sales technology or a related discipline
Experience leading through managers and influencing cross-functional teams in a complex organization
Experience leading large-scale technology implementations, process transformation, organizational change and user adoption efforts
Comprehensive knowledge of life insurance distribution, career sales force operations, representative recruiting and retention, agent contracting, commissions, training and sales processes
Experience working with independent marketing organizations (IMOs) and independent producers, including licensing, contracting, commission administration and distribution hierarchy management
Strategic planning, business case development, budget management, vendor management, project governance, problem-solving and decision-making skills
Ability to define performance measures, analyze quantitative and qualitative data, identify trends and translate insights into recommendations and operating improvements
Excellent written, verbal, presentation and persuasion skills
Ability to communicate effectively with executives, managers, associates, field leaders, sales professionals, vendors and other stakeholders
Ability to craft prompts for generative AI tools such as Copilot or ChatGPT
Familiarity with AI-powered work tools for content creation, data analysis, automation and design
Understanding of responsible AI use, algorithmic bias mitigation, data privacy and security
Working knowledge of CRM platforms, sales enablement technologies, commission systems, contracting platforms, Microsoft Office applications and Copilot
Ability to manage aggressive deadlines, competing priorities and multiple stakeholders
Knowledge of applicable insurance laws, regulations, compliance requirements and internal controls
Demonstrated S.T.A.R. customer service and commitment to an exemplary customer and field experience
Must be currently authorized to work in the United States on a full-time basis
Must successfully pass required criminal background, credit, fingerprint, drug screen and reference checks

Benefits

Comp & perks

Comprehensive benefits package including health, dental, vision, 401(k), life insurance, and more
Equal opportunity employment
Opportunities for growth, leadership and service
Special accommodations for applicants with disabilities