The Equity Architect

QSBS — Section 1202 Gain Exclusion Planning

QSBS can exclude up to $10M of gain from federal tax — but only if the planning starts before the exit.

Section 1202 of the tax code allows eligible shareholders to exclude up to $10M of gain on qualified small business stock held more than five years. The exclusion is only available if the stock was issued correctly and the holding period is intact. The time to plan is before the clock starts — not after.

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The $10M exclusion is real. So are the ways to lose it.

Eligibility depends on documentation at issuance — not at exit

QSBS eligibility depends on the issuer meeting specific tests at the time of stock issuance — C-Corp status, gross assets under $50M, active business requirement. If those tests aren't met or documented, the exclusion disappears at exit with no way to recover it.

You may qualify. Or you may not. Most people don't know.

Most investors and employees don't know whether their startup equity qualifies for Section 1202 until after the exit — when it's too late to fix. The uncertainty is not a minor detail; it's a potential $10M difference.

One of the most powerful tax breaks in the code — going unclaimed

It's wrong that one of the most valuable tax benefits available to startup builders goes unclaimed simply because no one documented the eligibility requirements when the stock was issued.

QSBS planning has to happen at issuance and be monitored through the five-year hold. Not at exit.

“You've spent years earning equity that could change your family's financial future — and the fact that you're not sure what to do with it doesn't mean you're not smart enough. It means nobody built you a clear map.”

Mitchell Ludwig, CFP® — Lead Advisor at Carolina Wealth Partners

Specialized expertise. Direct access. No handoffs.

CFP®Series 65FINRA / SIPCCarolina Wealth Partners

The EQUITY System™ wasn't designed in a classroom — it was built working directly with engineers at unicorn startups and companies like Amazon, where the stakes of getting it wrong were real.

Mitchell Ludwig, CFP® built his practice around one problem: helping tech professionals turn equity compensation into lasting wealth. Every client relationship begins with equity — the strategy is built around it from day one.

  • Works exclusively with tech professionals and equity compensation
  • Deep specialization in ISO, RSU, ESPP, AMT, and QSBS
  • No generic portfolios — every strategy is equity-compensation-first
  • Direct advisor relationship — you work with Mitchell, not a junior associate

Most advisors see RSUs as income. I see them as a 3–5 year tax and diversification problem that needs a plan today.

— Mitchell Ludwig, CFP®
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The QSBS Planning Framework

Eligibility, five-year clock, and stacking.

Eligibility Review at Issuance

Confirm QSBS eligibility before the clock starts — not at the closing table.

We review the issuer's C-Corp status, gross asset test, active business requirement, and per-shareholder limits at the time of stock issuance. Early documentation prevents a disqualification that can't be fixed at exit.

Five-Year Clock Strategy

Map the five-year holding period alongside your liquidity event timeline.

The five-year holding period begins on the acquisition date. We map the clock alongside your liquidity event timeline, model the exclusion value at different exit scenarios, and identify any partial-year risks or gaps in the holding period.

Stacking and Gifting Strategies

QSBS exclusions can be multiplied across entities and family members.

The Section 1202 exclusion is per-taxpayer and per-issuer. With proper planning, multiple entities or family members can each claim up to $10M of exclusion on the same issuer's stock. We model stacking opportunities and coordinate with legal counsel before any transfer.

01
Book

Schedule a free 30-min equity review — no commitment required.

02
Map

Confirm QSBS eligibility and map the five-year holding clock.

03
Execute

Document eligibility, model stacking, and plan for exit.

Client Transformation

Where you start. Where you end up.

Unknown eligibility at exitDocumented eligibility review

An issuer eligibility review completed at or before issuance — so the exclusion is confirmed before the clock starts.

Five-year clock missedHolding calendar integrated

Your five-year holding period mapped alongside your liquidity event timeline — with partial-year risks identified.

$10M exclusion lost to paperworkLegal coordination completed

Coordination with legal counsel on eligibility documentation completed before any exit event — not at closing.

Stacking opportunity unrecognizedMulti-entity exclusion modeled

QSBS stacking opportunities across entities or family members modeled and documented before any transfer.

The founders and investors who claimed their full Section 1202 exclusion didn't rely on their attorney to catch it at closing. They built the plan at issuance.

Ready to Build Your Strategy?

Book a free 30-minute equity review with Mitchell Ludwig, CFP®.

No commitment. No generic advice. A clear picture of your equity position — and a tax strategy built around it.

Common questions about QSBS and Section 1202

What is QSBS and Section 1202?
Section 1202 of the IRC allows eligible shareholders to exclude up to $10M (or 10x adjusted basis, whichever is greater) of capital gain on Qualified Small Business Stock from federal income tax. The exclusion is 100% for stock issued after September 27, 2010 and held more than five years.
What qualifies as QSBS?
The issuing corporation must be a domestic C-Corp with gross assets of $50M or less at the time of stock issuance, operate in a qualifying active business (not professional services, finance, hospitality, or similar), and issue the stock in exchange for money or property — not services. The shareholder must be an original issuer and not a corporation.
Can you stack QSBS exclusions?
Yes. The Section 1202 exclusion is per-taxpayer and per-issuer. With proper planning, multiple taxpayers (through separate entities or family gifting) can each claim up to $10M of exclusion on stock from the same issuer — a strategy called QSBS stacking. Legal and tax coordination is required before any transfer.
What happens if you sell QSBS before five years?
If QSBS is sold before the five-year holding period, the Section 1202 exclusion is not available. In some cases, a Section 1045 rollover — reinvesting proceeds into new QSBS within 60 days — can preserve the holding period timeline and carry the exclusion forward.

Important disclosures

Mitchell Ludwig is a CERTIFIED FINANCIAL PLANNER™ professional and a Registered Investment Adviser Representative of Carolina Wealth Partners. Securities are offered through United Planners Financial Services, Member FINRA/SIPC. Carolina Wealth Partners and The Equity Architect are separate entities. Jon Ludwig is a Series 65–registered Investment Adviser Representative and promoter.

All content on this page is for informational and educational purposes only and does not constitute personalized investment, tax, or legal advice. Examples, illustrations, and client archetypes are composite in nature and do not represent any specific client. All tools and calculators are estimates only. Consult a qualified tax advisor or CFP® professional before making any financial decisions.

All marketing content is reviewed and approved by United Planners compliance in accordance with SEC Marketing Rule (Rule 206(4)–1). Past performance is not indicative of future results.