QSBS Tax Exclusion: How Founders Can Save Millions on Exit
Section 1202 of the tax code allows founders to potentially exclude millions in capital gains from federal taxes. It's one of the most valuable tax benefits available—and one of the most overlooked.
What is QSBS?
Qualified Small Business Stock (QSBS) under Section 1202 allows eligible shareholders to exclude up to 100% of capital gains from federal income tax when selling qualifying stock held for more than 5 years. It's one of the most powerful tools in founder personal finance.
The Exclusion Amount
| Stock Acquisition Date | Exclusion Percentage | Max Exclusion |
|---|---|---|
| After Sept 27, 2010 | 100% | Greater of $10M or 10x basis per issuer |
| Feb 18, 2009 - Sept 27, 2010 | 75% | Same limits, but 25% taxed |
| Before Feb 18, 2009 | 50% | Same limits, but 50% taxed |
Example: The Math
Scenario: Founder sells stock for $15M, basis of $100K, held 6 years
Without QSBS: $14.9M gain × 23.8% = ~$3.5M federal tax
With QSBS: $10M excluded + ($4.9M × 23.8%) = ~$1.17M federal tax
QSBS Savings: ~$2.4M in federal taxes
State Tax Note
QSBS is a federal benefit. Some states conform (no state tax either), others don't. California notably does NOT recognize QSBS. State residency at sale matters for state tax treatment.
QSBS Requirements
Not all startup stock qualifies for QSBS. Both the company and the shareholder must meet specific requirements.
Company Requirements
Excluded Industries
Shareholder Requirements
- Original issuance: Stock must be acquired at original issuance, not through secondary market transactions. Filing an 83(b) election on restricted stock preserves original issuance status.
- 5-year holding period: Must hold stock for more than 5 years before sale
- Non-corporate: Shareholder must be individual, trust, or partnership (not a corporation)
Maximizing the Benefit
Several strategies can help maximize QSBS benefits for founders and their families.
Stacking Strategies
Gifting to Family Members
Gift stock to family members who can each use their own $10M exclusion. Plan early—transfers reset the holding period in some cases.
Trust Planning
Certain trusts can hold QSBS and claim their own exclusion. Grantor trusts are especially useful for multiplying exclusions.
Section 1045 Rollover
If selling before 5 years, can defer gain by rolling into another QSBS within 60 days. Tacks the original holding period.
Multiple Company Strategy
The $10M limit is per issuer. Founders with multiple qualifying companies can exclude gains from each.
Plan Early
QSBS planning works best when done early, before the company is valuable. Gifting stock at low valuations to family trusts can multiply exclusions while minimizing gift tax implications. Once the company is worth $100M, it's too late for most strategies.
Common Mistakes
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