Enterprising Investor
Practical analysis for investment professionals

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.

America’s Debt – A New Infrastructure?

US debt increasingly functions as market infrastructure, shaped by who holds it and how systems like stablecoins are reshaping Treasury demand.

Decoding CTA Allocations by Trend Horizon

Decompose CTA returns into fast, medium, and slow trend horizons to reveal true risk drivers, benchmark overlap, and behavior during market stress.

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.

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.

Defined Contribution Top Trends for 2026: What Plan Sponsors Need to Get Right

Key trends shaping US defined contribution plans in 2026, from technology and education to investment strategy, regulation, and plan design decisions.

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.

Shifting Tides in Global Markets: The Reemergence of International Investing

With valuations stretched in the US, international markets are emerging as a compelling new source of growth.