Frequently Asked Questions

Why should I consider life insurance after a liquidity event?

A liquidity event—whether from selling assets, an inheritance, or other windfalls—boosts your wealth but also raises new challenges. Life insurance can protect your fortune, provide cash for estate taxes, secure your family’s future, fund charitable goals, or generate tax-free income streams for years to come.

How can Chestnut Capital, LLC help me with life insurance planning?

We specialize in guiding HNW individuals like you through the complexities of newfound wealth. After your liquidity event, we assess your financial picture, pinpoint top-tier life insurance options, and craft strategies to optimize tax savings, wealth preservation, and long-term growth.

What types of life insurance are best for me as a high net worth individual?

Permanent policies like whole life or universal life are often ideal, offering tax-deferred cash value growth and guaranteed death benefits. We customize these to fit your needs—whether you’re focused on estate planning, wealth transfer, or creating a financial safety net.

How can life insurance reduce my estate tax burden?

If your estate exceeds the 2025 federal exemption ($13.61 million per individual), estate taxes could erode your wealth. Life insurance proceeds provide instant liquidity to cover these taxes, and with proper structuring (e.g., trusts), we can keep those proce

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