As leader of an 8-person design team supporting seven engineering squads, I developed an agile design strategy that balanced immediate delivery needs with long-term user experience goals. This approach ensured consistent value delivery while managing organizational constraints and avoiding overburdened processes or misaligned priorities.

Long term cell-based strategy

To maximize impact, my long-term strategy involved organizing the team into core cells dedicated to specific focus areas: Retention, Acquisition, Growth, and New Features.

This approach ensures targeted efforts, more transparent accountability, and better collaboration across the organization.

Cell Structure:
  1. Retention Cell

    • Focus: Improve user retention by refining core product features, optimizing renewal workflows, and addressing churn-related pain points.

    • Key Deliverables: Seamless subscription renewal flows, in-app engagement features, and user support improvements.

  2. Acquisition Cell

    • Focus: Drive new user acquisition by optimizing onboarding flows, designing marketing landing pages, and improving trial-to-paid conversion rates.

    • Key Deliverables: High-converting onboarding experiences and a frictionless first-use experience.

  3. Growth Cell

    • Focus: Enhance product engagement and increase average revenue per user (ARPU) through upsell opportunities, cross-sell strategies, and personalized features.

    • Key Deliverables include usage dashboards, add-on offerings, and innovative personalization strategies.

  4. New Features Cell

    • Focus: Innovate and deliver new features that solve unmet customer needs and keep the product competitive.

    • Key Deliverables: Prototypes, MVPs, and validated feature launches.

Cross-Functional Integration:

Each cell would include:

  • 2 Designers (or more, depending on staffing levels) to focus on user experience and interface design.

  • 2-4 Embedded Engineers to ensure a close design-development collaboration.

  • Floating sales, product, and marketing stakeholders.

Phased Implementation:

This structure represents my long-term vision. In the short term, the design team remained more centralized to ensure adequate support for all engineering teams and projects.

Leading AI-First
Design Orgs

I led an 8-person design team supporting seven engineering squads, crafting an agile strategy to balance delivery needs with long-term UX goals, ensuring consistent value and aligned priorities.

I led the transition from a traditional design organization, centered on specs, handoffs, and static deliverables to an AI-first system where design, engineering, and AI models operate in real time. This wasn’t a tooling upgrade. It was a fundamental change in how decisions are made, how work is produced, and what “design” actually means.

People and Processes

Design Strategy

The Problem

ARTIFACT DRIVEN DESIGN IN AN
AI WORLD

Our design process looked modern on the surface, but underneath it had all the classic failure modes:

  • Design was artifact-driven (Figma files, specs, tickets)

  • Engineering worked from interpretation, not shared systems

  • AI was used inconsistently,mostly as a productivity hack, not a foundation

  • Feedback loops were slow, subjective, and disconnected from real behavior

The result:

  • Rework

  • Misalignment

  • And a growing gap between what we designed and what actually shipped

This is a known issue in traditional design systems—handoff-heavy workflows create waste and slow iteration, while faster learning cycles and tight collaboration improve outcomes

The Shift

Design strategy
building blocks

Guiding Philosophy
  • Design behavior, not screens.

  • Work in live systems, prototypes over specs, always.

  • AI is part of the system, not a side tool.

  • Codify decisions so they scale (skills, patterns, rules).

  • If it can’t be tested, it’s not ready.

  • Evaluate outputs, not intent.

  • No handoffs, co-create with engineering from the start.

  • Default to small, fast loops over big, polished deliverables.

  • Use real data as early as possible.

  • Prioritize impact over completeness.

  • Align tightly so teams can move independently.

  • Share knowledge openly,no silos, no gatekeeping.

PERSONAL TRANSFORMATION
  • In the span of six months, I also rewired my own workflow completely—moving out of static design tools as the center of gravity and into direct interaction with models using:

    • Cursor

    • Claude

    This wasn’t theoretical adoption. It was operational.

What I Built
  • 1. AI-Native Workflow

    Designers and engineers now:

    • Prototype directly against LLMs

    • Test outputs using real data

    • Iterate in tight loops (hours, not days)

    No waiting for “final designs.” The system is the design.

    2. “Skills” System (Codified AI Behavior)

    I introduced a set of Markdown-based “skills” that define how AI is used across the team.

    These include:

    • Prompt structure standards

    • Component fidelity rules (no hallucinated UI)

    • Evaluation criteria for outputs

    • Human-in-the-loop guardrails

    This turned AI usage from: “everyone doing their own thing”
    intoa shared, enforceable system

    3. Embedded Evaluation

    We shifted from subjective design critique to observable output quality:

    • PRs require explanation of AI-generated code

    • Outputs are validated against real use cases

    • Edge cases are defined upfront, not discovered later

    Design quality became measurable, not just aesthetic.

    4. Co-Authorship Collaboration Model

    Design and engineering now:

    • Work in the same loop

    • Co-define behavior before building

    • Review outputs together before shipping

    The “handoff” phase was eliminated.

    What Changed

    Speed

    • Idea → working output compressed from days/weeks to hours

    Alignment

    • Fewer interpretation gaps

    • Less rework between design and engineering

    Quality

    • Outputs tested against real conditions earlier

    • Fewer downstream surprises

    Role of Design

    Design moved from: creating deliverables
    to
    defining how the system behaves

    Key Insight

    Creative thinking didn’t disappear, it moved.

    It now lives in:

    • how prompts are structured

    • how systems are defined

    • how outputs are evaluated

    • how the user's voice is included in the process

    Not in static files.

Lean ux Research
  • Drive research efforts using agile, micro-study approaches to constantly focus on the user experience while keeping pace with engineering velocity.

  • Embrace the "just enough research" principle to inform key design decisions and ensure consistent delivery.

CX alignment
  • Foster seamless collaboration between design, engineering, and customer experience teams to deliver a unified, cohesive experience across all touchpoints.

  • Ensure alignment of customer insights, design decisions, and product strategy. This will lead to a consistent,d user-centric journey that drives satisfaction and loyalty.

Governance
  • Regular strategy reviews, design reviews with leadership, team retrospectives

  • While a design strategy sets the overall direction, empowering teams to determine how best to govern and apply it within their context is crucial.

Long term cell-based strategy

My long-term strategy involved organizing the team into core cells dedicated to specific focus areas: Retention, Acquisition, Growth, and New Features.

This approach ensures targeted efforts, more transparent accountability, and better collaboration across the organization.

Cell Structure:
  1. Acquisition Cell

    • Focus: Drive new user acquisition by optimizing onboarding flows, designing marketing landing pages, and improving trial-to-paid conversion rates.

    • Key Deliverables: High-converting onboarding experiences and a frictionless first-use experience.


  2. Retention Cell

    • Focus: Improve user retention by refining core product features, optimizing renewal workflows, and addressing churn-related pain points.

    • Key Deliverables: Seamless subscription renewal flows, in-app engagement features, and user support improvements.


  3. Growth Cell

    • Focus: Enhance product engagement and increase average revenue per user (ARPU) through upsell opportunities, cross-sell strategies, and personalized features.

    • Key Deliverables include usage dashboards, add-on offerings, and innovative personalization strategies.

      .

  4. New Features Cell

    • Focus: Innovate and deliver new features that solve unmet customer needs and keep the product competitive.

    • Key Deliverables: Prototypes, MVPs, and validated feature launches.

Cross-Functional Integration:

Each cell would include:

  • 2 Designers (or more, depending on staffing levels) to focus on user experience and interface design.

  • 2-4 Embedded Engineers to ensure a close design-development collaboration.

  • Floating sales, product, and marketing stakeholders.


Cell Structure:
  1. Acquisition Cell

    • Focus: Drive new user acquisition by optimizing onboarding flows, designing marketing landing pages, and improving trial-to-paid conversion rates.

    • Key Deliverables: High-converting onboarding experiences and a frictionless first-use experience.


  2. Retention Cell

    • Focus: Improve user retention by refining core product features, optimizing renewal workflows, and addressing churn-related pain points.

    • Key Deliverables: Seamless subscription renewal flows, in-app engagement features, and user support improvements.


  3. Growth Cell

    • Focus: Enhance product engagement and increase average revenue per user (ARPU) through upsell opportunities, cross-sell strategies, and personalized features.

    • Key Deliverables include usage dashboards, add-on offerings, and innovative personalization strategies.


  4. New Features Cell

    • Focus: Innovate and deliver new features that solve unmet customer needs and keep the product competitive.

    • Key Deliverables: Prototypes, MVPs,
      and validated feature launches.

Cross-Functional Integration:

Each cell would include:

  • 2 Designers (or more, depending on staffing levels) to focus on user experience and interface design.

  • 2-4 Embedded Engineers to ensure a close design-development collaboration.

  • Floating sales, product, and marketing stakeholders.

Phased Implementation:

This structure represents my long-term vision. The design team remained more centralized in the short term to ensure adequate support for all engineering teams and projects.

Growth Design: Senior Design Director Yvonne Doll