Question

Which is better for diversifying concentrated stock: direct indexing or an options collar?

Answer

They serve different purposes. Direct indexing can gradually reduce your position over years by generating tax losses to offset gains, making it ideal for patient investors who want to manage taxes over time. An options collar provides immediate downside protection by hedging the position without selling shares, but it caps your upside. It’s possible to combine them: direct indexing for multiyear diversification that manages taxes and a collar for near-term protection.

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