Enterprising Investor
Practical analysis for investment professionals

Risk Management


Buyers Beware: 7 Red Flags That Signal a Private Market Reckoning

Explore red flags in private markets as speculative excess, retail marketing, and valuation risks mount. Lessons from financial history.

Hospitals in Trouble: A Financial Playbook for Leaders and Investors

This post explores the growing wave of financial distress among US healthcare providers and reveals how financial governance failures can quickly erode investor value.

Private Equity Returns Without the Lockups

Explore a new approach to replicating private equity returns with daily liquidity, combining futures, dynamic asset allocation, and risk management overlays.

Clarity by Design: The New Infrastructure for Investment Firms

Investment professionals can’t opt out of complexity, but they can opt into clarity.

Outperformed by AI: Time to Replace Your Analyst?

Discover how advanced AI prompting and model selection are reshaping investment analysis—and why mastering these tools is essential for staying competitive.

The Little-Known Credit Holding Up the Clean Fuel Market

D3 RINs reveal clean fuel bottlenecks and investor risks as tight supply, rising mandates, and policy shifts drive up prices in the energy transition.

Currency Coordination Looks Riskier Today

This post examines the potential consequences of coordinated dollar depreciation today -- from FX volatility and insurance risk to broader macroeconomic impacts.

Maladapted Industries: The Risk of Artificial Selection by the State

From Europe’s steelmakers to global EV producers, "pet industries" rely on state support to survive, but as political winds shift, their future looks increasingly fragile.

Think We’ve Seen the Last +1,000-BPS High Yield Spread? Think Again

Think +1,000-bps high yield spreads are history? Marty Fridson shows why they could still hit that mark in the next recession.

Tariffs, Inflation, and Returns: How Investments Respond to Supply Shocks

Learn how tariff-related inflation shocks ripple through markets—and which assets have historically helped investors navigate the turbulence.