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Cross-Functional Influence

Leading the Company’s First Customer-Facing AI Product

Leading the Company’s First Customer-Facing AI Product

AI Product Experience Cross-Functional Influence Product Strategy Scaling and Transformation
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Defining what trustworthy AI meant for a learning platform, as principles and patterns. The Proof: adding value across all 7,000+ courses.  

Shaping Vision and Strategy Across the Org

Shaping Vision and Strategy Across the Org

Business Impact Cross-Functional Influence Product Strategy Scaling and Transformation
Show project

Partnering with 5 divisions to shape vision and strategy across the org, influencing roadmaps and priorities through ’25/’26. The Proof: 45% → 84% on…

AI Product Experience Cross-Functional Influence Product Strategy Scaling and Transformation
Leading the Company’s First Customer-Facing AI Product

Defining what trustworthy AI meant for a learning platform, as principles and patterns. The Proof: adding value across all 7,000+ courses.  

  • Design

    Feb 2024 to Jul 2025. Public launch Jul 2024. (Still shipping as of 2026)

  • Client

    Pluralsight. B2B SaaS, EdTech. ~ 1,900 employees. PE-backed, in stabilization.

  • My Role Then

    Director of Product Design, Skills. Reported to the CPO.

  • Scope & Span

    5+ platform areas. Course discovery, mid-course assessment, lesson summarization, translation

  • Team & Reach

    8 direct reports. Partnered with Product, Engineering, Data Science, the business strategy team, and the internal ML Review Board.

  • Platform Type

    B2B SaaS, multi-sided (Enterprise admin, individual learner, internal authoring)

  • Status (a/o Q4 '26)

    In production at www.pluralsight.com

  • Tags

    AI Product Design, Conversational/Gen AI, Enterprise Adoption, Governance, Operating Model, Transformation, Trust and Transparency

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Business Impact Cross-Functional Influence Product Strategy Scaling and Transformation
Shaping Vision and Strategy Across the Org

Partnering with 5 divisions to shape vision and strategy across the org, influencing roadmaps and priorities through ’25/’26. The Proof: 45% → 84% on…

  • Design

    Done Q2 2025 over 3 sprints (6 weeks)

  • Client

    Pluralsight. B2B SaaS, EdTech. ~ 1,900 employees. PE-backed, in stabilization.

  • My Role Then

    Director, UX Product Design and Research, Learning Experience. Reported to the CPO.

  • Scope & Span

    Search, Browse, Home, Navigation, Recommendations. Discovery surfaces reach 87% of platform users.

  • Team & Reach

    15-person org (2 managers). Aligned 5 Divisions at the leadership level and 6+ delivery teams (engineering, design, & PM).

  • Platform Type

    B2B SaaS, multi-sided (Enterprise admin, individual learner, internal authoring)

  • Status (a/o Q4 '26)

    In production at www.pluralsight.com; roadmap investment across 5+ divisions for 2025 & 2026 (est 2027)

  • Tags

    Cross-Org Alignment, Decision Frameworks, Platform Coherence, Vision

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