How to hedge a concentrated stock position using options without blowing up returns
I’ve helped investors and real estate owners quantify risk and design practical hedges for years, and one of the most common problems I see is a concentrated stock position — often an employee with most of their net worth parked in one company. Options are a powerful, flexible tool to reduce that tail risk without necessarily selling shares and triggering a taxable event or giving up upside. Below I walk through the approaches I use and...