Executive Dilemmas: 1,000 Would-You-Rather Challenges for Modern Leaders: Navigating Strategy, AI, People and Ethics in a Volatile Business Landscape

By Jonathan Prescott

Engaging and thought-provoking, this collection presents one thousand "Would You Rather" scenarios designed specifically for senior executives. Each dilemma draws on real-world challenges identified by recent reports from leading business researchers, such as J.P. Morgan's Business Leaders Outlook and Vistage's strategic planning survey, which highlight issues like economic uncertainty, AI adoption, hybrid work models and shifting employee expectations.

Covering ten critical domains-strategy and growth, technology and AI, workforce and HR, sustainability and ESG, risk and compliance, operations and supply chain, marketing and customer, finance and investment, leadership and governance, and ethics and culture-the book invites readers to contemplate expansion versus consolidation, aggressive AI integration versus cautious oversight, flexible versus traditional working models, and other high-stakes decisions. By prompting reflection on trade-offs and personal leadership values, Executive Dilemmas serves as a powerful tool for sharpening strategic thinking, fostering deeper discussion within leadership teams, and preparing executives to navigate an increasingly complex business environment.

• Format: Paperback
• Language: English
• ISBN: B0GGH4GR8Y
• ISBN13: 9798243690973
• Release Date: January 2026
• Publisher: Independently Published
• Length: 86 Pages
• Weight: 0.28 lbs.
• Dimensions: 0.2" x 6.0" x 9.0"