These are books I usually recommend
Highly Recommended: Life/Wisdom/Thinking
The Road Less Traveled
Leading with Character
The Power of Full engagement
30 Lessons for living
Stumbling on Happiness
The Incerto: Antifragile, Fooled by randomness, The Black swan, the bed of Procrustes
The Complete Essays of Michel de Montaigne (I open it and read a random part)
The Fifth Discipline
The Time Paradox
Biographies/Founding Stories
Against the odds: James Dyson
Keeping at it
Shoe Dog
A passion to win
The art of being unreasonable
Idea Makers
Founders at Work
Charlie Munger: the complete investor
A dozen lessons for Entrepreneurs
Science & Technology
Collapse
Parasite Rex
The Society of Mind
Countdown to Zero Day
Superintelligence (Yes although I don’t buy in to the conclusion)
A new kind of science
The road to reality: Penrose
Ghost Map
Business
High Output Management
The innovators dilemma
Crossing the Chasm
The 7 Powers
Competitive Strategy
Predictable Revenue
The Sales Acceleration Formula
Subscribed
Remote
Re/work
It doesn’t have to be crazy at work
the essential Drucker
The Toyota way
Improving Performance: How to Manage the White Space in the Organization Chart
The hard thing about hard things
What you do is who you are
The score takes care of itself
Subscribed
The checklist manifesto
Trillion Dollar Coach