

#3044
Mentioned in 9 episodes
The five temptations of a CEO
Book • 1998
The book explores the pitfalls and challenges that leaders, particularly CEOs, face through a narrative centered around Andrew O’Brien, the CEO of a fictional company.
Andrew meets Charlie, a wise former CEO, who introduces him to five temptations: prioritizing personal status over organizational results, valuing popularity over accountability, choosing certainty over clarity in decision-making, preferring harmony over productive conflict, and avoiding vulnerability to maintain an aura of invulnerability.
Lencioni emphasizes the importance of humility, accountability, decisiveness, healthy conflict, and trust in leadership.
Andrew meets Charlie, a wise former CEO, who introduces him to five temptations: prioritizing personal status over organizational results, valuing popularity over accountability, choosing certainty over clarity in decision-making, preferring harmony over productive conflict, and avoiding vulnerability to maintain an aura of invulnerability.
Lencioni emphasizes the importance of humility, accountability, decisiveness, healthy conflict, and trust in leadership.
Mentioned by














Mentioned in 9 episodes
Recommended by 

to founders as insightful and fast reads.


Sarah Tavel

312 snips
The hierarchy of engagement | Sarah Tavel (Benchmark, Greylock, Pinterest)
Mentioned by 

as a book where he drew parallels between the temptations of a CEO and the dysfunctions of a team.


Patrick Lencioni

32 snips
247. Leadership Isn't Cool
Mentioned by 

as a book that highlights founders who become CEOs for status reasons.


Sarah Tavel

29 snips
The Next AI Wave Will Be Social, Not Solo | Sarah Tavel, Benchmark and ex-Pinterest
Recommended by 

as some of the best principles in business.


Joe Levy

26 snips
Joe Levy: Scaling Sophos to $1B+ revenue and defending the 350M overlooked businesses
Mentioned by Patrick Bet-David when discussing books on leadership and management that Pete Hegseth might find helpful.

20 snips
Hegseth Confirmation Hearings, TikTok Sunday Ban, Bill Burr Wildfire Backlash | PBD Podcast | Ep. 535
Mentioned by ![undefined]()

as a book that highlights the importance of productivity over harmony in leadership.

Brandon Deer

15 snips
20VC: Inside UiPath, The World's Fastest Growing Startup, How The Best Leaders Approach Decision-Making & WhY Vulnerability Is Central To SuccessFul Leadership Today with Brandon Deer, VP of Operations & Strategy @ UiPath
Recommended by ![undefined]()

as one of the best people management books for CEOs.

Palash Soni

420: Goldcast: From Failed Cold Emails to Scaling Beyond $10M ARR - with Palash Soni
Mentioned by 

as an incredible book every CEO should read.


Sarah Tavel

Building Enduring Value and Hitting Incremental Gains with Benchmark’s Sarah Tavel | E1983
Mentioned by 

as his first book, discussing temptations faced by CEOs.


Pat Lencioni

Trump, Elon, Bezos and More: The Leadership Decisions Shaping 2025
Mentioned by 

when discussing leadership challenges.


Patrick Bet David

Crown Prince of Iran Opens Up on the Revolution & Mistakes Made by Mohammad Reza Shah Pahlavi
Mentioned by 

as an author whose books he recommends.


Patrick Bet-David

"Trump Stopped Invasions" – Kevin McCarthy Talks Iran, Israel, and the Chessboard of Politics | PBD Podcast | Ep. 482
Mentioned by 

as a book highlighting the challenges CEOs face, particularly the temptation of seeking status over building a strong company.


Sarah Tavel

The Next AI Wave Will Be Social, Not Solo | Sarah Tavel, Benchmark and ex-Pinterest