Enterprising Investor
Practical analysis for investment professionals

Economics


Geopolitical Risk and Portfolio Oversight

A framework for identifying material geopolitical shocks, translating them into portfolio impacts, and documenting risk for oversight and governance.

Aligning Allocation to the Global Business Cycle

Static portfolios lag macro shifts. Predefined cycle triggers help practitioners adjust risk before markets reprice.

Why Static Portfolios Fail When Risk Regimes Change

Why static portfolio frameworks fail when risk regimes shift, drawing lessons from the very different market breakdowns of 2020 and 2022.

Social Security Claiming Strategies for High-Net-Worth Clients

Social Security claiming is a capital-allocation decision for affluent clients. This analysis weighs taxes, longevity risk, and liquidity trade-offs.

Evolving Your Wealth Management Practice for 2026 and Beyond

Wealth management’s 2026 outlook: growth will hinge on transparency, integration, and relevance to women and next-generation investors.

What Makes an Ideal Leveraged Buyout Candidate?

In competitive PE markets, successful LBOs depend on durable business models, recurring cash flows, defensible market positions, and disciplined target selection.

Stockholm’s Capital Markets Success: More Than Meatballs

Stockholm’s capital-market success reflects more than IPOs and PE activity. It offers a case study in how culture, institutions, and incentives shape durable capital formation.

Three Risks of Relying on the S&P 500 in Retirement Planning

Why S&P 500 reliance can undermine retirement outcomes, and how diversification, valuation discipline, and withdrawals reshape long-term portfolio risk.

Book Review: Principles of Bitcoin

A rigorous exploration of bitcoin reveals a new framework for understanding money beyond traditional financial models.

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.