Story perspectives

Smart Strategies to Manage Capital Gains Taxes Effectively

12/6/2025

Summary

Story summary

Andrew Whitehair, a CPA, says individuals with large unrealized gains in a single asset can manage capital gains taxes by selling part of the asset over time.
Whitehair notes donating appreciated stock as another option, though it carries complexities and costs.
Whitehair also describes using financial instruments such as put options and collars to hedge risks.
He emphasizes understanding tax implications and avoiding unnecessary wealth-management complications to protect investments.

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Story summary

Andrew Whitehair, a CPA, says individuals with large unrealized gains in a single asset can manage capital gains taxes by selling part of the asset over time.
Whitehair notes donating appreciated stock as another option, though it carries complexities and costs.
Whitehair also describes using financial instruments such as put options and collars to hedge risks.
He emphasizes understanding tax implications and avoiding unnecessary wealth-management complications to protect investments.