A single holding that built the wealth is often the largest unmanaged risk in the portfolio.
Concentration is how most significant wealth is created and one of the more common ways it is damaged. The position that worked is rarely the position to hold forever.
Staged selling, exchange structures, charitable transfers, and hedging each address a different part of the problem, and each has a different tax consequence.
The right combination depends on basis, timeframe, and how much of the household balance sheet the position represents.