Enterprising Investor
Practical analysis for investment professionals

Digital Assets


Why Financial Advisors Struggle to Embrace Bitcoin’s Rise

Bitcoin challenges financial orthodoxy, valuation models, and regulation, forcing professionals to rethink what money and value really mean.

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.

From Hedge to Test Case: Gold’s Volatility and the Limits of Safety

Gold’s 2025 rally has turned volatile. Its sharp pullback tests whether gold’s role as a safe-haven and portfolio cornerstone can endure under market stress.

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.

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.