Enterprising Investor
Practical analysis for investment professionals

Artificial Intelligence


AI Is Reshaping Bank Risk

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

Where AI Ends and Investment Judgment Begins

AI’s growing capabilities challenge traditional investment skill, shifting competitive advantage toward governance, process, and judgment.

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.

Lincoln’s Blueprint for Ethical AI

How Lincoln’s approach to innovation, labor, and law offers a framework for ethical AI and long-term value creation.

Keynesian Folly: Why AI Will Never Fully Automate Finance

AI automates tasks in finance and boosts efficiency, but reflexive markets ensure interpretation and oversight remain irreducibly human work.

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.

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.

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.

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.