Director, Digital Learning

Role Summary

The Director of Digital Learning is a strategic, forward-thinking leader responsible for designing and implementing a cutting-edge digital learning ecosystem that delivers personalized and predictive learning journeys for field sales teams. This role owns the deployment and integration of advanced technologies, data analytics, and AI-driven solutions to maximize learning effectiveness and agility at scale. This leader transforms field sales learning by leveraging modern technology and analytics to deliver personalized, predictive, high-impact learning experiences that directly drive business growth.

Responsibilities

• Architect and evolve the digital learning tech stack, selecting and integrating LMS, LXPs, content management, analytics, and AI-driven personalization platforms tailored for field sales roles.
• Drive the creation and delivery of adaptive learning journeys that respond to individual sales reps’ performance, behaviors, and skill gaps.
• Leverage data and analytics to predict learning needs, track engagement, and continuously optimize learning pathways for improved sales results.
• Partner closely with Sales Leadership, BTS, HR, and external vendors to ensure solutions are business-aligned, scalable, and secure.
• Establish best practices for user experience, mobile learning, social/collaborative features, and data privacy.
• Oversee technology roadmap, platform integrations, and vendor relationships to future-proof the learning stack and drive measurable impact.
• Champion a data-driven culture where learning impact is tracked, communicated, and continuously improved.
• Compliance and Governance: Ensure all digital learning materials comply with MRP.
• Demonstrates enterprise-wide leadership by modeling fiscal responsibility, aligning digital solutions with other internal L&D teams, and ensuring the appropriate allocation of resources to maximize value and effectiveness.

Qualifications

• Required: Bachelor’s degree in Business, HR, computer science, data science or related field.
• Required: 8-12+ years of progressive experience in learning and development, program management, or field training roles.
• Required: Proven track record of leading digital training initiatives or transformation at scale and delivering measurable business value.
• Required: Demonstrated expertise in LMS/LXP platforms, learning analytics, AI personalization, and digital content strategies.
• Required: Strong leadership, strategic partnership, and vendor management skills.
• Required: Fluency in emerging technology trends and digital tools.
• Required: Thrives in a fast paced, high-growth, matrixed organization.
• Preferred: Master’s Degree
• Preferred: Proficiency in instructional design and/or adult learning principles.
• Preferred: Sales experience and/or leadership in a matrixed environment.
• Preferred: Experience in training at the leadership level, managing teams of experienced trainers.

Skills

• Strategic Vision & Leadership: Ability to develop and communicate a clear digital learning strategy aligned with sales objectives.
• Learning Technology Expertise: Deep understanding of learning platforms (LMS, LXP), integration, and emerging tech like AI-powered personalization and analytics.
• Data-Driven Decision Making: Proficiency in leveraging analytics to drive learning effectiveness, measure business impact, and optimize learning journeys.
• Solution Architecture: Skills in architecting and integrating a scalable, secure digital learning ecosystem including vendor management and platform evaluation.
• Project & Program Management: Proven ability to deliver complex, cross-functional technology initiatives on time and within budget.
• Collaboration & Influencing: Strong ability to partner with Sales, IT, HR, and external vendors to deliver integrated solutions.