5 Books Every Technology Leader Should Read in 2026
Five books for leading through constant change: owning outcomes, creating operational discipline, building trust, understanding AI, and navigating uncertainty.
Read the recommendation →Books that have shaped how I lead teams, set strategy, and think about technology's role in a business. I keep the list short and update it occasionally.
Five books for leading through constant change: owning outcomes, creating operational discipline, building trust, understanding AI, and navigating uncertainty.
Read the recommendation →A short, practical book on personal accountability: taking full ownership of your actions, decisions, and outcomes.
Read the recommendation →Clear turns the science of habit formation into methods you can use; small, consistent actions compound into meaningful outcomes.
Read the recommendation →A direct approach to strategy: create value for customers, employees, and shareholders, and strip away the complexity that gets in the way.
Read the recommendation →A methodology for building accountability throughout an organization, based on the observation that when culture shifts, results follow.
Read the recommendation →A field guide connecting individual character to organizational culture, with practical steps for building a workplace based on trust and respect.
Read the recommendation →Tracy's short book on procrastination: do your hardest, most important task first, before the day gets away from you.
Read the recommendation →Collins's research on what separates good companies from great ones: disciplined people, disciplined thought, and disciplined action.
Read the recommendation →Willink and Babin draw on their Navy SEAL experience to make one uncompromising point: leaders own everything in their world, no excuses.
Read the recommendation →High's guide to aligning IT strategy with business goals so technology investments serve the company, not the department.
Read the recommendation →The standard workbook on value stream mapping: a step-by-step method for finding and eliminating waste in a process.
Read the recommendation →Sobel and Panas collect questions that open real conversations, with short stories showing each one used in practice.
Read the recommendation →The Kosers argue that most sales effort is wasted on the wrong prospects, and show how to define and pursue your ideal customer profile.
Read the recommendation →Smith interviews successful coaches and distills how they motivate teams, handle pressure, and build winning cultures.
Read the recommendation →Covey's principle-centered approach to effectiveness, built on character rather than technique. Still the foundation decades later.
Read the recommendation →Lencioni's model of the three virtues that make a strong team member: humble, hungry, and smart about people.
Read the recommendation →Gillis offers a simple formula for quantifying your workplace contributions and communicating that value to employers.
Read the recommendation →Lencioni's fable about why teams fail, starting with absence of trust. A model I have returned to when building leadership teams.
Read the recommendation →Covey makes the case that trust is an economic driver, not a soft skill. This book changed how I approach leadership relationships.
Read the recommendation →Lencioni's fable on the three root causes of job misery: anonymity, irrelevance, and immeasurement, and what managers can do about them.
Read the recommendation →Wickman's guide to the Entrepreneurial Operating System: practical tools for running a business on vision, people, data, issues, process, and traction.
Read the recommendation →High's five principles for running an IT organization that contributes to business success, from infrastructure through strategic alignment.
Read the recommendation →