Enterprising Investor
Practical analysis for investment professionals

Risk Management


Financial Selection and Investor Herding: Lessons from Evolutionary Biology

Markets can mimic peacock mating as flashy signals seduce capital while real economic fitness risks are ignored until reality bites.

Hiding in Plain Sight: Accounting for Capex

EBITDA can mask CAPEX risks. Monitoring capital allocation is key to spotting whether investments create cash flow or quietly drain value.

AI in Investment Management: 5 Lessons from the Risk Frontier

As AI transforms investment management with powerful tools for decision making, it still exposes markets to cognitive, regulatory, and systemic risks.

When the Fed Cuts: Lessons from Past Cycles for Investors

History of Fed easing cycles shows how cuts, hikes, and yield curves shape markets and style factors, offering late-cycle lessons for investors.

Coaching Investors Beyond Risk Profiling: Overcoming Emotional Biases

Emotional biases can distort risk profiling. Advisors who coach investors through them help build resilience and better long-term outcomes.

Book Review: Rethinking Investing: A Very Short Guide to Very Long-Term Investing

Book review: Charles Ellis’s Rethinking Investing offers timeless lessons on savings, index funds, and long-term investing success.

Private Capital and Systemic Risk

Private equity’s leverage, opacity, and continuation vehicles raise systemic risks that may erode returns and complicate portfolio management.

Navigating the Future of Risk Functions: Key Risk Indicators

Key risk indicators help investment teams spot trouble early and stay aligned with strategy, making risk a tool for performance

It’s Not Just What You Own, It’s How Much: Machine Learning and the Portfolio Construction Imperative

AI is reshaping portfolio construction. A real-world case study shows how machine learning enhances allocation, risk control, and performance.

Bear Market Playbook: Decoding Recession Risk, Valuation Impact, and Style Leadership

Explore historical bear markets to decode recession risk, valuation impact, and which investment styles perform best in downturns and recoveries.