06/03/2026
One of the hardest conversations I have with clients is about concentrated stock.
They already know the issue.
The position has grown too large.
It dominates the portfolio.
The risk is real.
And yet… in many cases, clients delay taking action.
Why?
Because they feel stuck.
They know diversification makes sense.
But selling can mean a significant tax bill.
So they wait.
Add in familiarity.
Often, it’s a stock they’ve owned for years.
Sometimes it’s tied to their career or success.
Letting go isn’t easy.
So they hold it… even as it becomes a larger part of their portfolio.
It can feel like there’s no good answer.
That’s usually where the real conversation begins.