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Big Bet Leadership: Your Transformation Playbook for Winning in the Hyper-Digital Era

4.39 • 40 ratings • 18 reviews
Overview
In today’s business landscape of mega threats coming from AI, an aging workforce, intense competition, and rapid digital transformations, leaders need a new playbook, one that gives a structured collection of guidelines, strategies, and tactics to assist organizations and executives in achieving goals and solving “wicked” problems.

Big Bet Leadership ’s mission is to help business executives and leaders mitigate the risks of engaging in high-stakes gambles while maintaining the ambitious goals which motivate all of us to grow.

What is Big Bet Leadership? It is an assertive approach to digital transformations, innovation programs, investments in technology platforms, model transitions, and mergers and acquisitions.

To be a Big Bet Leader you need to be a shark. Being successful in today’s hyper-digital landscape requires bold moves that avoid “analysis paralysis,” which strikes when everything becomes a priority, resulting in ambiguity and ultimately failure.

And most Big Bets do fail. The stakeholders disagree on the nature of the problem in the first place, with fuzzy perspectives of where the company is heading. Big Bet Leadership puts in place the sharp thinking, the nurturing environment, and the low-friction management techniques to clearly define, value, and validate the real problem or customer pain; a precise, smart, and shared definition of the hypotheses for the critical components of the future state; and a set of leadership techniques forcing speed, focus, and alignment throughout.

Drawing from first-hand executive experience at Amazon, Google, The Gates Foundation, and T-Mobile, and having advised hundreds of companies, John Rossman and Kevin McCaffrey present us with a compelling framework with concepts, rules, techniques, and resources, equipping business executives to become Big Bet Legends.
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Book details & editions

ISBN 1957588225
Publisher
Publication date November 2026
Language English
Pages 353 pages
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About the Author
John Rossman

John Rossman

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Known for writing in a clear, engaging, and easy-to-follow style. The work feels natural and flows smoothly, making it enjoyable from beginning to end.

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