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Senior Director, Tech Learning Strategy & Delivery
Job in
Milwaukee, Milwaukee County, Wisconsin, 53244, USA
Listed on 2025-12-27
Listing for:
Northwestern Mutual
Full Time
position Listed on 2025-12-27
Job specializations:
-
IT/Tech
Cloud Computing, Cybersecurity
Job Description & How to Apply Below
Senior Director, Tech Learning Strategy & Delivery
As Senior Director, Technology Learning & Capability Transformation, you will define and lead the strategy for building a future‑ready, digitally fluent, continuously learning technology workforce. You’ll drive innovation in how technical and digital talent learn, grow, and evolve to meet changing business and technology priorities.
You Will Focus On Two Key Segments- Deeply technical digital talent – empower engineers, developers, architects, data scientists, etc. with advanced, personalized learning to accelerate mastery of emerging technologies.
- Enterprise‑wide digital capability – equip all employees with foundational digital skills and mindsets, building a resilient, future‑ready workforce that can adapt and thrive.
- Develop and execute a forward‑thinking tech and digital learning strategy that advances both deep technical expertise and broad digital fluency.
- Identify future skill needs and emerging trends (AI, cloud, cybersecurity, data science, software engineering) and translate them into actionable, scalable learning programs.
- Champion the adoption of innovative learning technologies such as AI‑driven personalization, simulations, gamification, and mobile learning.
- Build a technology capability framework aligned with enterprise strategy and architecture priorities.
- Define pathways for emerging skill domains (AI, data engineering, cloud modernization, cybersecurity, Dev Ops).
- Partner with workforce strategy teams to connect learning to role design, performance, and internal mobility.
- Develop and maintain a skills intelligence dashboard to monitor readiness and guide investment decisions.
- Design and deliver modular, AI‑enabled learning journeys and academies that accelerate deep skill mastery and real‑world application.
- Embed learning in the flow of work through tool integration, communities of practice, and project‑based upskilling.
- Create and deliver reskilling bootcamps to help employees transition into emerging digital roles.
- Develop onboarding bootcamps for new digital teams, accelerating integration and productivity.
- Build and curate engaging content across modalities (e‑learning, instructor‑led, virtual, on‑the‑job).
- Partner with Enterprise Talent Design to deploy learning platforms and tools, ensuring accessibility and impact.
- Collaborate with technology leaders, business unit heads, and HR partners to assess needs, align learning solutions, and drive adoption.
- Build strong relationships with internal SMEs and external vendors to source best‑in‑class content and certifications.
- Partner with Architecture, Engineering, and Data leadership to define critical technical skills and capabilities required to deliver the enterprise digital strategy.
- Establish KPIs and use analytics to measure learning effectiveness, engagement, and ROI.
- Leverage AI‑based skills inference and productivity metrics (e.g., engineering velocity, deployment frequency) to quantify capability uplift and business impact.
- Use data and feedback to continuously improve programs and learning experiences.
- Develop and execute strategies to attract, recruit, and onboard high‑caliber learning professionals.
- Foster a culture of continuous growth with clear career paths, mentorship, and professional development opportunities.
- Inspire and motivate the team through a compelling vision, collaboration, experimentation, and psychological safety.
- Establish performance management practices and address skill gaps through targeted development.
- Prioritize inclusion & belonging, valuing diverse backgrounds and viewpoints.
- 10+ years in technical learning, capability transformation, or enterprise digital enablement leadership roles.
- Proven record establishing large‑scale digital academies, learning ecosystems, or capability frameworks.
- Experience integrating AI, data analytics, or adaptive learning technologies into enterprise programs.
- Strong project management and change leadership skills.
- Experience with learning…
Position Requirements
10+ Years
work experience
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