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Qualified Small Business Stock (QSBS)

A tax provision under Section 1202 of the Internal Revenue Code that can exclude up to $10 million (or 10x the adjusted basis) in capital gains from the sale of qualifying small business stock held for five or more years.

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.

Frequently Asked Questions

My business is an S-Corp. Can I still qualify?
Not directly. S-Corp stock does not qualify for QSBS. However, converting to a C-Corp and issuing new stock can start the five-year clock. The conversion must be planned well in advance of any exit.
Can I stack QSBS with other strategies?
Yes. Gains exceeding the QSBS exclusion can potentially be deferred through [Qualified Opportunity Zones](/wiki/qualified-opportunity-zones) or structured with installment sales.
Does this apply to state taxes too?
It depends on the state. Some states conform to the federal Section 1202 exclusion; others do not. State-level planning is essential.