Lorrie Guess | Strategic AI & Systems Design
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Strategic Clarity for an AI-Driven Era

 

Driving strategic growth and creative solutions since 2014.


Guess Media Group is a strategic advisory practice led by Lorrie Guess, focused on helping leadership teams navigate complexity before committing to change. Drawing on experience at companies like Google, KPMG, and Cisco, Lorrie works at the intersection of systems design, decision architecture, and strategic positioning — ensuring organizations adopt new tools and technologies with clarity, coherence, and purpose.

Core Advisory Areas

  • AI Readiness & Decision Architecture

    Clarifying workflows, evaluative criteria, and system design before tool adoption.

  • Strategic Positioning in Emerging Landscapes

    Aligning messaging, product, and leadership priorities in moments of technological shift.

  • Cross-Functional Systems Alignment

    Translating complex ideas into executable frameworks across teams.

 
 

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SF Bay Area, CA | Brooklyn, NY


Innovation happens where curiosity meets clarity.
— Lorrie Guess