
Company Stock Before Retirement: Selling Is Only Half the Decision
How to coordinate company-stock diversification with taxes, retirement income, and what the sale proceeds should do next.
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How to coordinate company-stock diversification with taxes, retirement income, and what the sale proceeds should do next.
Read the Latest Issue →
When employer stock falls as job risk rises, equity awards, taxes, benefits, liquidity and retirement decisions may all need to be reconsidered together.

A pharmaceutical acquisition can suddenly convert RSUs, stock options and other incentive awards into cash. Learn what to review before the transaction creates unexpected tax and planning consequences.

Selling RSUs and ESPP shares involves different tax rules. Learn how to weigh taxes, employer-stock concentration, investment risk and what the proceeds should accomplish.

What happens to unvested RSUs when you resign, retire, are laid off or leave after an acquisition depends on your award documents, departure date and reason for separation.

The years after employment income ends and before RMDs begin may create a valuable Roth conversion opportunity. But bonuses, RSUs, deferred compensation, Medicare premiums, and tax-payment decisions can narrow the window.

Leaving work before Medicare begins creates a planning gap. The answer depends on more than whether your investment balance looks large enough.

A job change can reshape several years of your financial life. The most important decisions often must be made before your final day of employment.

Most retirement mistakes do not begin with a bad investment. They begin when a reasonable decision is made without considering what it changes somewhere else.