Enterprising Investor
Practical analysis for investment professionals

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From Theory to Trillions: David Booth | Financial Thought Exchange

DFA’s David Booth on building portfolios—and an industry—on data, not dogma.

AI in Investment Management: 5 Lessons From the Front Lines

Explore how AI is reshaping investment management through augmentation, strategic insight, explainability, and evolving investor competencies.

Women in Alts: Leading with Inspiration, Intuition, and Impact

Women investors are redefining alternatives with bold leadership, values-driven decisions, and long-term impact.

Vices, Virtues, and a Little Humor: 30 Quotes from Financial History

This collection of quotes from US financial history offers timeless lessons in vice, virtue, and investing wisdom for every generation.

AI Bias by Design: What the Claude Prompt Leak Reveals for Investment Professionals

A leaked AI system prompt reveals hidden biases in Claude's outputs. What every investment professional should know about using LLMs effectively.

How Clients’ Investment Goals Reflect Risk Behavior and Hidden Biases

Successful investing isn't just about numbers. It's about aligning strategy with the stories people believe about their future.

Geopolitical Change: Investors Should Focus on the Long Term

In our interconnected world, geopolitical events — ranging from trade disputes and regulatory shifts to conflicts and pandemics — capture headlines and influence market sentiments. As investment professionals, it’s crucial for us to understand these dynamics without… READ MORE ›

Book Review: Buffett’s Early Investments

This book digs into Buffett’s pre-Berkshire investments. The result is a fresh look into the origins of his investment approach.

The Smartest Thing I Ever Did: Women on Life-Changing Decisions

This post highlights inspiring stories from women who took calculated risks, reshaped their lives, and redefined success on their own terms.

Embracing Opportunities: Women in Wealth Management on International Women’s Day

The opportunities for women in wealth management are abundant, driven by the demand for diverse perspectives, the changing demographics of wealth, and the push for inclusive workplace cultures.