Enterprising Investor
Practical analysis for investment professionals

Performance Measurement & Evaluation


AI Is Reshaping Bank Risk

AI is exposing the limits of legacy bank controls, making governance quality critical to resilience and investor confidence.

Rethinking Household Asset Allocation Under Capital Constraints

Leveraged ETFs aren’t about more risk, they’re about using less capital to achieve a desired risk profile in household portfolios.

What Earnings Explain, and What They Don’t: Insights from 150 Years of Market Data

Earnings and stock prices move together long term, but shifts in their correlation offer little value for predicting future market returns.

Incentives Are Dangerously Aligned in Private Markets

Private markets increasingly resemble a speculative supply chain, where rational actors and aligned incentives quietly compound systemic risk.

What Successful Investors Read: Book Recommendations from Professionals

The best investors read widely about people, systems, bias, and failure because investing is more than numbers.

AI in Venture Capital: Separating Signal from Noise

A simple framework helps VC investors assess and identify durable long-term value when investing capital in AI.

The Earnings Dip Before a Sweet Deal: Going Private in Europe

European voluntary delistings often involve earnings management. This study shows the patterns and implications for investors.

From Sharpe to Pedersen: Why Active Management Isn’t Zero-Sum After All

Sharpe’s arithmetic explained markets at rest. Pedersen’s model shows markets in motion and how active management creates real economic value.

Book Review: On Progress and Prosperity

A collection of witty insightful essays by Larry Siegel explore progress, investing, and the ideas shaping modern economics.

Design Beats Luck: How AI Taxonomy Can Help Investment Firms Evolve

Without an AI taxonomy, investment firms risk overrelying on agentic AI and underutilizing it for optimal capital allocation.