The Section 1202 QSBS exclusion is $10 million per investment. Not per year. Not per investor lifetime. Per qualifying investment in a separate company.

That means investors who make multiple qualifying YC investments don't get one $10M exclusion — they get one per company. Ten qualifying investments means a potential $100M in federal capital gains that could be excluded. Twenty means a potential $200M.

This is QSBS stacking, and it is legal, deliberate, and exactly what Section 1202 was designed to encourage.

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How the stacking works

Section 1202 provides an exclusion on gain from the sale of Qualified Small Business Stock. The exclusion limit is the greater of $10M or 10 times adjusted basis per "eligible taxpayer per issuer." The phrase "per issuer" is the mechanism.

Each company is a separate issuer. Company A has its own $10M ceiling. Company B has a completely separate $10M ceiling. They don't share a cap and don't aggregate. A gain of $9M on Company A and $9M on Company B is eligible for $18M in total exclusion.

For investors who write checks into 15-20 YC companies per batch across 3-4 batches, the aggregate potential exclusion can reach $150-200M — assuming each company qualifies and each position is held for five years.

The $10M exclusion is per company, not per investor. Every qualifying YC investment is a separate exclusion bucket. The stacking is built into the statute.
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The pass-through mechanics for fund LPs

If you invest through a venture fund structured as a limited partnership, QSBS status of portfolio investments passes through to you as an LP. Each portfolio company is a separate issuer — your share of the gain from Company A has its own $10M exclusion ceiling, separate from your share of Company B's gain.

The pass-through works because the fund is a partnership, tax transparent. The underlying investment characteristics — including QSBS eligibility — flow through to the partners. If you are an LP in Eight Capital Fund II and the fund holds 15 QSBS-qualifying companies, you potentially have 15 separate exclusion buckets.

Two structures break the pass-through: investing through a C-corporation, and investing through a fund structured as a corporation. Standard LP structures in US venture funds preserve it.

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The 10x basis rule for larger checks

The exclusion ceiling is the greater of $10M or 10x your adjusted basis. For most seed-stage YC investments, $10M is the binding constraint — a $100K check has a 10x basis of $1M, well below $10M.

For investors writing $1M+ at seed, the 10x rule becomes more generous: a $1.5M seed investment has a 10x basis of $15M, exceeding the $10M floor. The exclusion ceiling is $15M, not $10M.

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What breaks the stack

Each investment must independently qualify. A company that fails the $50M gross asset test, converts from a C-corp, or operates in an excluded industry breaks that link in the chain — but other investments are unaffected. Secondary market purchases don't qualify, even if the company would otherwise — QSBS requires original issuance directly from the company.

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The stacking isn't a strategy to construct. It's the natural result of investing in multiple qualifying companies. Every check into a separate YC company is a separate exclusion. The only thing required is holding for five years.

This post is informational only and does not constitute tax or legal advice. Consult a qualified tax advisor before relying on Section 1202.


R
Ravi Chachra
Founder, Eight Capital

Ravi runs Eight Capital, a YC pre-Demo Day fund. This post is educational — consult your own tax advisor before relying on QSBS for any investment decision.