Enterprising Investor
Practical analysis for investment professionals

Drivers of Value


Stockholm’s Capital Markets Success: More Than Meatballs

Stockholm’s capital-market success reflects more than IPOs and PE activity. It offers a case study in how culture, institutions, and incentives shape durable capital formation.

Three Risks of Relying on the S&P 500 in Retirement Planning

Why S&P 500 reliance can undermine retirement outcomes, and how diversification, valuation discipline, and withdrawals reshape long-term portfolio risk.

AI Strategy After the LLM Boom: Maintain Sovereignty, Avoid Capture

Yann LeCun’s testimony reframed for investment leaders: why AI sovereignty, platform control, and LLM economics shape organizational risk.

Auditor Specialization: A Signal for Financial Analysts

For financial analysts covering government contractors across defense, healthcare, and IT, auditor specialization signals earnings quality, reporting credibility, and filing timeliness.

Why Tight Stop-Losses Often Hurt Investors — and What Robust Capital Growth Really Requires

Tight stop-losses feel disciplined but can erode long-term returns. Robust investing favors resilience over optimization.

Book Review: A Dollar for Fifty Cents

Closed-end funds have their place in a diversified portfolio, but investors shouldn't expect to make a quick buck.

How US State Capital Is Reshaping Strategic Supply Chains

US government equity is entering strategic supply chains. For investors, this is changing how risk, returns, and capital allocation are priced.

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.

AI in Finance: Changing Workflows, Growing Demand for Human Judgment

GenAI is transforming investment workflows, raising critical questions about human judgment, task design, and the future of the profession.

Top 10 Blogs of 2025: Insights on Market Cycles and Financial History
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The Enterprising Investor blogs that resonated most with readers in 2025 were those that used historical evidence to illuminate present-day dynamics.