Enterprising Investor
Practical analysis for investment professionals

Investment Topics


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.

AI in Investment Management: From Exuberance to Realism

AI offers real promise for investors, but reliability gaps and oversight needs mean its impact will be more measured than early hype suggests.

Winners and Losers in a World Without Quarterly Earnings

Clare Flynn Levy reflects on how reduced reporting frequency would alter real-world investment decisions, influencing which firms gain or fall behind.

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 Two AI Stories: Measurable Gains and Hidden Balance-Sheet Pressure

AI is boosting productivity, yet circular financing and concentrated capital flows raise valuation and balance-sheet risks.

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.

How to Value Digital Tokens: A 5-Step Fair Value Framework

How financial analysts can approach digital asset valuation through a structured, five-step fair value framework.

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.