AUSTIN, Texas — September 8, 2026 — Companies are racing to use AI to move faster on strategy. A new book argues they're solving the wrong problem. OutPosition, from veteran technology executive Gerardo A. Dada — former marketing leader at Microsoft, Rackspace, and Catchpoint — makes the case that most companies don't fail because they pick the wrong strategy. They fail because strategy, differentiation, and positioning are treated as three separate jobs that never reinforce each other, and no AI model can fix a coordination problem no one has diagnosed.
Drawing on more than three decades of experience spanning early-stage startups to Fortune 50 companies, and nearly a decade writing this book, Dada argues that strategy, differentiation, and positioning must function as a single reinforcing system rather than as separate disciplines handed between departments. When they don't, companies end up with positioning that sounds differentiated but isn't anchored in the choices and capabilities that make strategy real—and customers feel the disconnect immediately.
"Most strategy books give you one piece of the puzzle and present it as the whole answer. The real work is making the pieces reinforce each other. Companies don't dominate a market by trying to beat competitors — they dominate it by becoming the obvious choice for the customers who matter most.", said Dada.
The book arrives at a moment when business leaders are looking to artificial intelligence to accelerate nearly every function. OutPosition offers a pointed counterpoint: there is no algorithm, playbook, or prompt that produces the right strategic choice. Strategy is rooted in a company's unique advantages and a specific moment in time—precisely the things a model trained on everyone's data cannot manufacture.
AI can inform research and analysis, but the choice of where to play and how to win remains a fundamentally human decision, and a defensible one only when it is grounded in what makes a company different.
"Valuable competitive differentiation is the foundation for strategy. And yet many leaders ignore it, or abandon it out of boredom, chasing what´s new instead of what´s true. When you abandon your advantage, you abandon your future. Positioning is where strategy either becomes real, or quietly dies.¨ said Dada.
OutPosition synthesizes frameworks from Michael Porter, Geoffrey Moore, and others into a single, coherent process rather than betting everything on one model. It is written for the practitioner—the executive and the mid-level manager who wants usefulness over theory.
This book was written to be used, not just read. Each chapter pairs insights or a strategic framework with a real case study of a company that got the choice right — or got it wrong — including a candid, firsthand account of strategic drifts, written by Dada from a first-hand perspective from inside the company as it happened. Readers finish with more than a set of ideas: they finish with a way to test whether their own strategy is actually differentiated, or just sounds like it.
OutPosition is available today in paperback, hardcover, and Kindle editions on Amazon and other major retailers on September 8th 2026. For more information, visit www.OutPositionBook.com .
Supporting Quotes
“A comprehensive, practical guide to modern business strategy. Gerardo has distilled decades of strategic thinking into an accessible playbook for today's leaders.ʺ
- Dave Kellogg, EIR at Balderton Capital and author of Kellblog
"OutPosition is a masterclass in market differentiation. If you want your sales team to stop competing on features and start winning on value, read this book. ʺ
- Keith Hoskison, SVP WW Sales, Enable
“A must-read playbook for any leader who wants to stop competing on price and start building enduring market dominance."
- Vinay Bhagat, Founder and CEO of Convio and Trust Radius, Investor
“Gerardo Dada has delivered an essential blueprint for turning strategic differentiation into predictable economic success."
- Laura Patterson, B2B Growth Strategist | Founder & President, VisionEdge Marketing | Author of Fast-Track Your Business
“OutPosition delivers a practical playbook for understanding competitive advantage, differentiation, and the strategic thinking required to create market leading products. ʺ
- Tom Evans, Global Advisor - Product Leadership, The Lûcrum Group & Productside
About the Author
Gerardo A. Dada is a B2B technology marketing and strategy leader with more than 30 years of experience analyzing markets and making strategic decisions across companies ranging from early-stage startups to global enterprises. He writes about strategy, marketing, and positioning at theAdaptiveMarketer.com.
Media Contact and Links:
- Complete press kit https://outpositionbook.com/press-kit/
- To read more expert reviews https://outpositionbook.com/reviews/
- To reach the author: [email protected]
- Read the Author’s Blog: www.TheAdaptiveMarketer.com