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Tax Efficient Management of Concentrated Stock Positions

Written by Jessica Cutrera and Jelmer Kattevilder I 26 August 2026 I 8 minutes read Many successful investors, business owners, and corporate executives accumulate significant wealth through a single stock. Whether the position originated from equity compensation, an inheritance, founder shares, or years of strong investment performance, a concentrated [1] holding often has large, embedded […]

Direct Indexing and Concentrated Stock Positions

Written by Jessica Cutrera and Jelmer Kattevilder I 21 August 2026 I 11 minutes read Investors living in jurisdictions with capital gain taxes, who own a large position in a single stock often face a difficult trade-off. Selling is desired to reduce concentration risk [1], but it may also trigger significant capital gains taxes. Direct […]

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