The 10 Best Leadership Books

By Farid, founder of StoryShots ·

Leadership is the genre with the most books and the fewest good ones. These ten earn their length, and they're ranked by how much they change what you do on Monday rather than how they make you feel on Sunday.

If you only read one: Extreme Ownership. It rests on one idea, that you own everything, and that idea fixes most of the others.

The 10 best leadership books

1. Extreme Ownership by Jocko Willink and Leif Babin

Two Navy SEALs on the rule that everything in your team is your fault, including the things that aren't. The war stories are a vehicle; the point is that blame is a leadership failure in itself. Blunt and repetitive on purpose.

Full book: roughly 9.5 hours. Summary: 5 minutes, free

2. Leaders Eat Last by Simon Sinek

Why teams work when people feel safe and fall apart when they don't, with the biology to back it. Sinek's best book, and less slogan-heavy than Start with Why. The chapter on the circle of safety is the one to keep.

Full book: roughly 9.5 hours. Summary: 5 minutes, free

3. Radical Candor by Kim Scott

Care personally, challenge directly. The two-by-two is simple enough to draw on a napkin and the book is about why most managers live in the "ruinous empathy" corner, being nice instead of honest. The single most useful feedback framework in print.

Full book: roughly 10 hours. Summary: 5 minutes, free

4. Good to Great by Jim Collins

The research on what separates companies that became great from ones that stayed fine: humble, determined leaders, the right people before the right strategy, one thing done relentlessly. Some of the great companies later collapsed, which is the standard critique. The principles outlived the examples.

Full book: roughly 10 hours. Summary: 5 minutes, free

5. Dare to Lead by Brené Brown

Vulnerability as a leadership skill rather than a liability. The parts on giving hard feedback and on "clear is kind, unclear is unkind" are worth the book. Skip it if you've decided the soft stuff isn't for you; read it if your team has stopped telling you things.

Full book: roughly 8 hours. Summary: 5 minutes, free

6. The Hard Thing About Hard Things by Ben Horowitz

Leadership when it's going wrong. Layoffs, demotions, the friend who can't scale, the loneliness of the person at the top. No other book on this list is this honest about the bad days.

Full book: roughly 8 hours. Summary: 5 minutes, free

7. Start with Why by Simon Sinek

People follow purpose before product. The famous talk is the short version and the book adds the stories behind it. The golden circle is a real tool for explaining what your team is for.

Full book: roughly 7 hours. Summary: 5 minutes, free

8. The First 90 Days by Michael Watkins

The book to read the week you get promoted or change jobs. Diagnose the situation, secure early wins, build the right alliances. It's dry and structured, and there's a reason it's the book new managers get handed most.

Full book: roughly 7 hours. Summary: 5 minutes, free

9. The Checklist Manifesto by Atul Gawande

Nobody shelves it under leadership, and it's one of the best. A surgeon on how a checklist cut complications in operating rooms worldwide, and why experts resist them. The lesson: good systems beat good intentions.

Full book: roughly 6 hours. Summary: 5 minutes, free

10. The Ideal Team Player by Patrick Lencioni

Hire for humble, hungry and smart, in that order. A business fable, so the writing is what it is, but the hiring filter is one you'll actually use.

Full book: roughly 5 hours. Summary: 5 minutes, free

How to pick

New manager: The First 90 Days, then Radical Candor. Team not telling you things: Leaders Eat Last or Dare to Lead. Things going wrong: Extreme Ownership, then The Hard Thing About Hard Things. Building a company that outlasts you: Good to Great. Hiring: The Ideal Team Player.

Frequently asked questions

What is the best leadership book for new managers?

The First 90 Days for the transition, Radical Candor for the feedback conversations that come right after.

Which is better, Start with Why or Leaders Eat Last?

Leaders Eat Last. It's the more substantial book and the less repeated idea.

What leadership book do CEOs recommend most?

Good to Great and The Hard Thing About Hard Things come up most often, usually from people who've run something through a bad year.

Related lists: The 10 Best Books for Entrepreneurs

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