Director of Product Management for AI-Enabled Learning Platform

dash2 • United State
Remote
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AI Summary

Lead a team of Product Managers to develop learner-facing products, drive customer engagement, and execute product strategy across a modern learning and skills platform. 12+ years of Product Management experience required. Strong analytical mindset and experience using KPIs, customer data, and business metrics to guide decisions.

Key Highlights
Lead a team of Product Managers
Develop learner-facing products
Drive customer engagement and execute product strategy
Key Responsibilities
Lead and develop a team of Product Managers
Define and execute product vision, roadmap strategy, and portfolio priorities
Drive customer engagement, retention, activation, and business growth metrics
Partner cross-functionally with Engineering, UX, Data Science, GTM teams, and executive leadership
Technical Skills Required
Product Management AI-powered learning and productivity experiences KPIs Customer data Business metrics
Benefits & Perks
Competitive base salary + bonus structure
Fully remote flexibility
Comprehensive medical, dental, and vision coverage
Unlimited PTO
Wellness reimbursement programs
Professional development support
Nice to Have
Experience in EdTech platforms
AI-powered SaaS products
Personalization or recommendation engines

Job Description


About the Opportunity

A rapidly growing SaaS and digital learning organization is seeking a Director of Product Management to lead a portfolio of learner-facing products focused on engagement, personalization, AI-powered experiences, assessments, and platform innovation.


This is a high-impact leadership opportunity for a product executive who thrives at the intersection of customer experience, business strategy, and modern AI-enabled product development.


The ideal candidate will bring deep experience building learner-facing or engagement-focused digital products within SaaS, EdTech, developer tools, or other highly interactive platform environments.


This individual will lead a team of Product Managers while partnering closely with Engineering, Design, Data Science, Marketing, Customer Success, and executive leadership to define and execute product strategy across a modern learning and skills platform.


What You’ll Be Doing

  • Lead and develop a team of Product Managers across multiple learner-focused product areas
  • Define and execute product vision, roadmap strategy, and portfolio priorities
  • Drive customer engagement, retention, activation, and business growth metrics
  • Own learner-facing experiences including personalization, recommendations, assessments, navigation, lifecycle engagement, and AI-enabled workflows
  • Partner cross-functionally with Engineering, UX, Data Science, GTM teams, and executive leadership
  • Build and evolve scalable product management processes and operating frameworks
  • Leverage customer insights, analytics, experimentation, and market research to drive roadmap decisions
  • Present product strategy, roadmap priorities, and business cases to executive stakeholders
  • Collaborate directly with enterprise customers and strategic accounts to gather feedback and validate product direction
  • Help shape next-generation AI-powered learning and productivity experiences


What We’re Looking For

  • 12+ years of Product Management experience within SaaS or digital platform environments
  • Proven leadership experience managing and developing Product Managers
  • Strong experience owning customer-facing digital products and measurable business outcomes
  • Background building learner engagement, personalization, recommendation systems, or workflow-based user experiences
  • Demonstrated success driving roadmap prioritization and product execution at scale
  • Strong analytical mindset with experience using KPIs, customer data, and business metrics to guide decisions
  • Executive presence with strong communication and stakeholder management skills
  • Experience working cross-functionally with engineering, design, and go-to-market organizations
  • Comfortable operating in fast-moving, ambiguous, and highly collaborative environments
  • Experience utilizing AI tools and modern product workflows strongly preferred


Strongly Preferred Backgrounds

Candidates with experience in one or more of the following environments are especially encouraged to apply:

  • Modern EdTech platforms
  • Developer tools or technical learning platforms
  • AI-powered SaaS products
  • Personalization or recommendation engines
  • Consumer-style engagement platforms
  • Learning management systems
  • Skills development or workforce enablement platforms

Experience building products that directly influence user engagement, retention, activation, or monetization is highly valued.


Compensation & Benefits

  • Competitive base salary + bonus structure
  • Fully remote flexibility
  • Comprehensive medical, dental, and vision coverage
  • Unlimited PTO
  • Wellness reimbursement programs
  • Professional development support
  • High-visibility leadership opportunity with executive exposure


Additional Information

  • Remote role within the United States
  • Some travel expected for leadership meetings, customer engagements, and strategic planning sessions
  • Candidates must be comfortable interacting directly with enterprise customers and executive stakeholders


If you’re excited about shaping the future of AI-enabled learner experiences and building impactful products at scale, we’d love to connect.


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