Enterprising Investor
Practical analysis for investment professionals

Investment Topics


How GenAI-Powered Synthetic Data Is Reshaping Investment Workflows

How is GenAI-generated synthetic data helping investment teams simulate markets, boost sentiment models, and extend insight beyond real-world limits?

Frankenstein’s Index Fund

How over-diversification and redundant active management created a monstrous inefficiency in US public pension investing—at taxpayers’ expense.

No Asset Is Safe—But Some Lose Less

No asset is truly safe. But diversifying into steady, low-volatility stocks can help investors lose less—and stay invested for the long run.

Private Markets, Public Promise: Africa’s Investment Inflection Point

For global investors, the signal is clear: Africa’s moment is here. The only question is, will you be part of building it?

Volatility Signals: Do Equities Forecast Bonds?

Surprise, surprise. Contrary to conventional wisdom, the bond market may be taking its risk cues from equities. At least, that appears to be the case when fluctuations in the two major volatility indices are compared.

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Bear Market Playbook: Decoding Recession Risk, Valuation Impact, and Style Leadership

Explore historical bear markets to decode recession risk, valuation impact, and which investment styles perform best in downturns and recoveries.

Top 10 Most Read Blogs from Q2: AI, Alpha, and a Shifting Global Order

AI disruption, portfolio shifts, and timeless lessons—these blogs topped the charts in Q2.

Book Review: The Behavioral Portfolio

Phillip Toews challenges traditional portfolio construction, helping advisors build resilient strategies and coach clients through risk and bias.

Book Review: Cheaper Faster Better: How We’ll Win the Climate War

Can capitalism save the planet? Tom Steyer makes the case in this urgent, optimistic roadmap to a net-zero future.

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.