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Northwestern Mutual · 3 weeks ago

Senior Director, Tech Learning Strategy & Delivery

Milwaukee, WI

Full-time

Hybrid

Senior Level, Lead/Staff

$123K/yr - $264K/yr

10+ years exp

Northwestern Mutual is seeking a Senior Director of Technology Learning & Capability Transformation to lead the strategy for building a digitally fluent and continuously learning technology workforce. This role will focus on empowering tech talent and equipping all employees with foundational digital skills while driving innovation in learning strategies and technologies.

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Responsibilities

Define and lead the strategy for building a future-ready, digitally fluent, and continuously learning technology workforce

Drive innovation in how technical and digital talent learn, grow, and evolve to meet changing business and technology priorities

Empower tech and digital employees (engineers, developers, architects, data scientists, etc.) with advanced, personalized learning that accelerate mastery of emerging technologies and drive innovation

Equip all employees—regardless of role or background—with foundational digital skills and mindsets, building a resilient, future-ready workforce that can adapt and thrive as technology transforms our business

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 (AI-driven personalization, simulations, gamification, mobile learning)

Build a technology capability framework aligned with enterprise tech strategy and architecture priorities

Define pathways for emerging skill domains (AI, data engineering, cloud modernization, cybersecurity, DevOps)

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 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 and build critical new capabilities

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)

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 leverage analytics to measure learning effectiveness, engagement, and ROI

Leverage analytics, 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

Attract and Hire Top Talent: Develop and execute strategies to attract, recruit, and onboard high-caliber learning professionals with expertise in digital, technical, and instructional design

Foster a culture of continuous growth by providing clear career paths, mentorship, and professional development opportunities for team members

Set a compelling vision for the team, inspiring innovation, collaboration, and a relentless focus on learner impact

Establish clear goals, expectations, and feedback mechanisms to drive accountability and high performance

Prioritize building an inclusive team culture that values diverse backgrounds, experiences, and viewpoints, ensuring all voices are heard and respected

Qualification

Technical Learning StrategyCapability TransformationLearning Program DesignAI IntegrationDigital Content DevelopmentStakeholder ManagementData AnalyticsLearning Management SystemsProject ManagementChange ManagementUser-Centered DesignContinuous ImprovementCommunication SkillsTeam Leadership