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Matt Strain

Founder & Principal

San Francisco Bay Area · 1 connection

The Prompt

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About

I help boards, CEOs, and leadership teams cut through the AI hype and make smart, practical moves that actually stick. Sustained adoption that improves how work gets done, how decisions get made, and where value shows up. The core idea: AI is changing quickly, but most organizations do not get stuck on the tech. They get stuck on people, workflows, incentives, and decision-making. In other words, this is more of a people issue than a technology issue. My work has been featured in The New York Times and Forbes. I’ve partnered with organizations ranging from privately held companies and professional services firms to Blackstone, Citadel Securities, Francisco Partners, Freshfields, the United Nations Development Programme (UNDP), and The Conference Board. When I start with a client, I look for gaps at four levels. Board Clarity on what you are optimizing for. Value creation, risk, and governance. Then a simple question. How will you know adoption is real. CEO A small set of bets that matter. Where AI changes the operating system or the economic model, not just a few tasks. Then an operating cadence that keeps it from becoming a side project. Leadership team Alignment across functions.

Experience

Founder & PrincipalThe Prompt
Feb 2023
Director, Strategy & Innovation, Adobe ResearchAdobe
Jun 2015 to May 2022
Director, Strategy & Operations -- Consumer BusinessAdobe
Nov 2011 to Jun 2015
Director, Business Development, Digital ImagingAdobe
Jun 2010 to Nov 2011
Director, Digital Marketing / Engagement MarketingAdobe
Aug 2005 to Jun 2010
VP Marketing & Business DevelopmentInquisit, Inc.
Sep 1997 to Dec 2000
Senior Manager, Technology LicensingApple Computer
Jan 1996 to May 1997
Country ManagerApple Computer
May 1987 to Jan 1996

Education

College of the Holy Cross
Bachelor of Arts (B.A.) Political Science
College of the Holy Cross
Bachelor of Arts (B.A.) Political Science
MIT Sloan School of Management
Certificate program Artificial Intelligence: Implications for Business Strategy
2018 to 2018
The Chinese University of Hong Kong
Rotary Scholar Participated in MBA Program
MIT Sloan School of Management
Certificate program Artificial Intelligence: Implications for Business Strategy
2018 to 2018
The Chinese University of Hong Kong
Rotary Scholar Participated in MBA Program
Georgetown Preparatory School
Georgetown Preparatory School