Enterprising Investor
Practical analysis for investment professionals

Portfolio Management


Momentum Investing: A Stronger, More Resilient Framework for Long-Term Allocators

Momentum investing endures but smart construction, signal diversification, and risk management are essential for capturing its alpha.

The Growth Story Behind Insurance-Linked Securities

Investors are revisiting insurance-linked securities for yield, diversification, and resilience amid rising catastrophe risk.

Reducing the Cost of Alpha: A CIO’s Framework for Human+AI Integration

How CIOs can slash costs, scale alpha, and modernize their investment engine with a high-impact Human+AI strategy.

Patience Pays: Why Quality Shares Outperform in the Long Run

Market timing rarely pays. Patience, and investing in high-quality companies, equal long-term outperformance.

Managing Client Fear: The Cognitive Skill Every Financial Advisor Should Master

A simple cognitive trick helps advisors reframe client fear, restore perspective, and guide decisions grounded in long-term goals.

Mind the Cycle: From Macro Shifts to Portfolio Plays 

Markets move on change, not levels. Spot shifts in growth, inflation, and liquidity early to stay ahead of the global cycle.

Private Credit Secondaries: From Niche Strategy to Core Portfolio Tool

Private credit’s resale market is booming. Secondaries offer liquidity but reveal growing strain in traditional exits.

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.

The Augmented LP: 6 Ways AI Can Enhance the Allocator’s Workflow

AI can help LPs structure data, enhance due diligence, and improve oversight, while keeping human judgment central.

The Factor Mirage: How Quant Models Go Wrong

Why factor investing often fails in practice — and how causal reasoning helps quant models perform in the real world.