A psychology-driven approach to investing that helps readers understand how personality shapes financial decisions
Many readers have told me the ideas in the book become clearer and more personal once they start reading.
To give you a feel for the book, I am sharing the introduction and a chapter about my own investing journey—how my philosophy evolved from value investing toward growth investing, and how personality played a role in that evolution.
Book Chapters
Investing is not just about markets.
It is about how we think, react, and make decisions in the face of uncertainty. Suit Yourself blends investing with the Enneagram through storytelling, pop culture, and humor to help readers build self-awareness and make better financial decisions. It explores why investors sabotage themselves, how personality shapes investment decisions, and how to align portfolios with identity.
Introduction
Chapter 1
The Enneagram
Model
Chapter 2
Investment Road Map
The Nine Enneagram Types
Chapter 3
Type One (Perfectionist): Monica Geller
Chapter 5
Type Three (Performer): Strike a Pose
Chapter 7
Type Five (Investigator): Sherlock Holmes
Chapter 9
Type Seven (Enthusiast): Bohemian Rhapsody
Chapter 4
Type Two (Giver): Hidden Figures
Chapter 6
Type Four (Individualist): Cruella De Vil
Chapter 8
Type Six (Skeptic): House of Gucci
Chapter 10
Type Eight (Challenger): Game of Thrones
Chapter 11
Type Nine (Peacemaker): First Wives Club
Chapter 12
My Ongoing Enneagram and Financial Journey
Epilogue
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About the Author
Benjamin Tan is an investor and writer whose work explores the intersection of psychology and financial decision-making. He previously worked in investment banking at Credit Suisse and UBS in Singapore before relocating to London and later the United States.
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Benjamin holds first-class honors in Accounting and a Master’s degree in Clinical Mental Health Counseling....



