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Transformation

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 means for a learning platform, as principles and patterns. The Proof: adding value across all 7,000+ courses.  

Building an AI-Augmented Design Practice

Building an AI-Augmented Design Practice

AI Practice Transformation Design Leadership Design Quality Scaling and Transformation
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Building standards, workflow, and governance for AI-augmented design before the company had any. The Proof: 96% voluntary adoption.

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

Defining what trustworthy AI means 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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AI Practice Transformation Design Leadership Design Quality Scaling and Transformation
Building an AI-Augmented Design Practice

Building standards, workflow, and governance for AI-augmented design before the company had any. The Proof: 96% voluntary adoption.

  • Design

    OS done Q1 to Q2 2026, four+ months

  • 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

    The Learning Experience design practice. Standards, workflow, tooling, governance, and enablement.

  • Team & Reach

    15-person org (2 managers). Partnered with the AI Product Manager. DesignOps, the design system team, and PMs and engineers from several delivery teams adopted the workflow voluntarily.

  • Platform Type

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

  • Status (a/o Q4 '26)

    Standards and workflow in use at handoff. Spec-driven design piloted with engineering.

  • Tags

    AI Practice, Cross-Org Alignment, Governance, Operating Model, Team Capability, Transformation

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