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.”