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Four Pillar Friday

Four Pillar Friday


Stories, research, and reflections on how we spend our most important currency: TIME

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The 90-Day Rule After a Major Liquidity Event

The 90-Day Rule After a Major Liquidity Event

When a liquidity event turns years of work into cash, the biggest risk is not the market. It is moving too quickly. The first 90 days should focus on control, not optimization. That means separating tax liabilities, avoiding rushed allocation decisions, and giving your financial structure time to catch up. The goal is not immediate precision. It is reducing the chance of irreversible mistakes while your new reality comes into focus.

Why Diversify?

Why Diversify?

Diversification is one of the most widely used and often misunderstood concepts in investing. While it’s commonly associated with simply “not putting all your eggs in one basket,” the real benefit runs deeper. At its core, diversification helps reduce the impact of risks that are unique to individual investments, while allowing portfolios to capture broader market returns. Just as important, it helps smooth the experience of investing, making it easier to stay disciplined through periods of uncertainty. When investors understand both the theoretical and behavioral advantages, diversification becomes less of a rule of thumb and more of a foundational principle in building a resilient portfolio.

Four Pillar Friday

Four Pillar Friday

Stories, research, and reflections on how we spend our most important currency: TIME

When Your Employer Becomes Your Largest Investment

When Your Employer Becomes Your Largest Investment

For many executives, employer stock grows slowly and quietly until it becomes the largest part of their net worth. This piece explores how that concentration forms, why it matters, and how intentional decisions can reshape long‑term risk without urgency or fear.

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