Case study · Equity-Compensated Executives

From 90 percent in one stock to a portfolio with a future.

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The situation

A senior technology executive had roughly 90 percent of the portfolio concentrated in a single stock, accumulated through years of RSU vesting.

What we did together

We developed a long-short tax-loss harvesting strategy to unwind the position deliberately, generating losses along the way to absorb the gains the selling created, with a defined concentration target of 20 percent.

Where it landed

A single-stock position on a managed path from roughly 90 percent of the portfolio toward 20, without handing the difference to the IRS.

Drawn from a real engagement, with details generalized to protect the client’s privacy. Every situation is different; outcomes like these depend on circumstances and timing.

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