1
Hedging Considerations and Monetization
If an outright sale is not desirable due to tax or regulatory reasons, we explore hedging
considerations:
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Equity Collars and Put Options: Aiming to provide a floor for the stock price while allowing for some upside participation.
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Exchange Funds: Potentially allowing a family to swap their concentrated portfolio for a diversified basket of stocks in a tax-deferred manner.
2
Rule 144 and Concentrated Stock Strategies
For executives and affiliates, we manage the complexities of Rule 144 and 10b5-1 plans. By implementing a disciplined, scheduled selling program, we aim to help families pursue diversification strategy goals while maintaining regulatory compliance and avoiding market-signaling risks.
3
Charitable and Trust Integration
We often integrate concentrated portfolio analysis with legacy planning.
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Charitable Remainder Trusts (CRTs): Donating concentrated stock to a trust
to receive an immediate deduction and avoid capital gains tax upon the eventual sale.
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Gifting to Heirs: Utilizing the $15 million individual exemption (2026
level) to move high-basis portions of the concentration to the next generation.