Enterprising Investor
Practical analysis for investment professionals

Technology


Book Review: On Progress and Prosperity

A collection of witty insightful essays by Larry Siegel explore progress, investing, and the ideas shaping modern economics.

Design Beats Luck: How AI Taxonomy Can Help Investment Firms Evolve

Without an AI taxonomy, investment firms risk overrelying on agentic AI and underutilizing it for optimal capital allocation.

The Augmented LP: 6 Ways AI Can Enhance the Allocator’s Workflow

AI can help LPs structure data, enhance due diligence, and improve oversight, while keeping human judgment central.

Tokenized Money Market Funds: Cybersecurity Lessons from the Digital Cash Frontier

Tokenized MMFs merge blockchain with institutional finance and offer speed and composability but demand airtight cybersecurity and key controls.

AI Can Pass the CFA® Exam, But It Cannot Replace Analysts

AI’s CFA exam success underscores finance’s next frontier: mastering technology while keeping human judgment at the core.

Top 10 Blogs from Q3: Private Market Reckoning, Fed Pivots, the Case for Low-Vol

Top 10 blogs from Q3 reveal what investors read most: a private market reckoning, Fed pivots, and the resilience of low-volatility strategies.

From AI FOMO to Fee Fatigue: Investor Sentiment 2025

Five forces shaping investor sentiment in 2025: AI hype, rising fees, market timing, behavioral traps, and renewed focus on discipline.

Quantum Computing Risks: How Investment Firms Can Protect Data Now

Quantum computing is closer than you think. Future-proof your firm’s security today to stay resilient in the quantum era and safeguard data.

Tokenized Money Market Funds Emerge, Piloted by Industry Big Whigs

Tokenized money market funds promise faster settlement and flexibility but face hurdles in scale, regulation, interoperability, and true market adoption.

Book Review: Digital Assets: Pricing, Allocation and Regulation

Digital assets are reshaping portfolios, challenging valuation models, and pressuring regulators—from cryptocurrencies to stablecoins.