Definition
Section 1202 of the Internal Revenue Code provides a capital gains exclusion for stock in qualified small businesses. If the stock is held for at least five years and meets specific requirements, the seller can exclude up to $10 million in capital gains (or 10x the adjusted basis, whichever is greater) from federal income tax. This is one of the most powerful tax elimination strategies in the DEAPR framework.
How It Works
To qualify, the stock must meet several requirements:
- C-Corporation: The company must be a domestic C-corporation at the time the stock is issued
- Active business: At least 80% of assets must be used in an active trade or business (certain industries like professional services, banking, and hospitality are excluded)
- Size limit: Gross assets cannot exceed $50 million at the time the stock is issued and immediately after
- Original issuance: The stock must be acquired at original issuance (not purchased on a secondary market)
- Five-year hold: The stock must be held for at least five years before sale
The exclusion is per-shareholder, per-company. Multiple shareholders in the same company can each claim up to $10 million. Family members can multiply the exclusion through gifting strategies, and trusts that hold QSBS can claim their own exclusion.
When Entrepreneurs Use This
- Startup founders: Planning entity structure from inception as a C-Corp to qualify
- Pre-exit planning: Converting from S-Corp or LLC to C-Corp at least five years before a planned sale
- Family wealth multiplication: Gifting QSBS shares to family members and trusts to multiply the $10 million exclusion
- Angel investors: Investors who acquire original-issue stock in qualifying small businesses
Dew Wealth Perspective
QSBS represents potentially $2-3.7 million in tax savings on a $10 million gain (depending on state taxes). Many entrepreneurs miss this opportunity because their business is structured as an S-Corp or LLC rather than a C-Corp, or because they were not aware of the five-year holding requirement until after a sale.
The Linchpin Partner evaluates QSBS eligibility during initial planning and coordinates entity structure decisions with the tax advisor and corporate attorney to preserve qualification.