Visioning Workshop Design & Facilitation

Crafting the Future of PMI's Infinity AI Platform

About the Project

Client: Project Management Institute (PMI)

Project Type: Strategic Vision Workshop Design & Facilitation

My Role: Lead Workshop Designer & Facilitator

Project Time: 1 month for planning and preparation, 2-day execution (January 2025)

The workshop served as the foundation for ongoing strategic work, providing immediate clarity and a framework for continued development of the Infinity platform's future direction. It showcased my versatility as a CX strategist through my ability to lead complex multi-day workshops that unite diverse stakeholders around a cohesive AI product vision, translating abstract ideas into actionable business strategies while navigating organizational and technical complexities in a high-stakes environment.

The Ask

Design and facilitate a comprehensive 2-day workshop to develop a unified vision and strategic roadmap for Infinity, PMI's generative AI platform for project management.

Background

PMI's Infinity platform was at a pivotal moment, requiring a clear strategic direction to unify both B2B and B2C offerings. The product had a complex history with previous less successful workshop attempts, and the organization needed a fresh approach to kickstart a new era. The workshop also needed to serve as immersive onboarding for the newly appointed Director of Infinity.

Approach

Working within significant constraints, I designed a workshop experience that balanced structure with flexibility, and strategic thinking with practical outcomes.

Workshop Planning & Design

I developed the framework by drawing from multiple sources:

  • Input from key stakeholders across the organization

  • IDEO-U courses on "Designing Strategy" and "Activating Strategy"

  • Established strategic frameworks and AI assistance from Claude

The design addressed several key challenges:

  • Managing a hybrid environment

  • Accommodating 40+ cross-functional attendees including executive leadership

  • Creating a psychologically safe environment given the product's delicate history

Workshop Structure & Flow

Day 1: Deep Dive & Vision Foundations

  • Setting Context: Product history, lessons learned, and current positioning

  • Customer Deep Dive: Separate explorations of B2B and B2C needs

  • Vision Development: Parallel tracks for each segment

Day 2: Vision Synthesis & Strategic Direction

  • Unified Vision Development: Finding common ground between segments

  • Strategic Positioning: Competitive landscape and differentiation strategy

  • Go-Forward Strategy: Metrics framework and capability assessment

  • Closing & Next Steps: Actionable follow-up plan with clear ownership

Facilitation Innovations

  • Curated cross-functional breakout groups to maximize diverse perspectives

  • A comprehensive MIRO board to level the playing field between in-person and remote participants

  • "Pineapple" code word system to respectfully table tangential discussions

  • Structured activity templates and flexibility to adjust Day 2 based on Day 1 outcomes

Impact

“ I'm honestly blown away by just how much thought and organization has gone into this workshop in such a short amount of time. It's easy for us to be supportive when you've done such a great job setting it all up for success 🙌🏼 ”
– Justin Jackson, workshop participant

Strategic Outcomes

  • Created a unified vision statement addressing both B2B and B2C needs

  • Developed a value proposition canvas highlighting Infinity's unique market position

  • Identified top 3 sustainable differentiators in the competitive AI landscape

  • Established a north star metric and segment-specific success measures

  • Articulated strategic pillars to guide future development

Organizational Outcomes

  • Successfully onboarded new leadership into the product's history and future direction

  • Built cross-functional alignment on priorities and strategic direction

  • Created momentum with clear next steps and ownership

Deliverables

  • One-page vision summary, strategy deck

  • Prioritized capability roadmap organized into now/next/later buckets

  • Executive summary for broader organizational communication

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