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Tax & Executive Wealth Advanced · 23 min read

QSBS and the Section 1202 Exclusion: How Founders and Early Investors Pay Zero Federal Tax on Startup Gains

If you hold original-issue shares in a startup C corporation, Section 1202 can take the federal tax on millions of dollars of gain to zero. The July 2025 law made it bigger and faster. Here is how to tell whether your stock qualifies, how much it shelters, and the mistakes that quietly void it.

By Raman Bindlish · Proflex Research ·
The short answer

Section 1202 lets individuals exclude up to 100% of federal gain on qualified small business stock: original-issue shares of a domestic C corporation with gross assets of $75 million or less ($50 million if issued by July 4, 2025). Stock acquired after July 4, 2025 earns 50% at three years, 75% at four and 100% at five.

Per-company cap, stock acquired after July 4, 2025
$15 million
Or 10× basis if greater; $10 million for older stock (26 U.S.C. §1202(b))
Shortest hold for any exclusion
3 years
50% at 3, 75% at 4, 100% at 5 years (26 U.S.C. §1202(a)(5))
Gross-asset ceiling at issuance
$75 million
$50 million for stock issued on or before July 4, 2025 (IRS Schedule D instructions)

On July 4, 2025, Public Law 119–21 rewrote the most valuable tax break in startup equity. For qualified small business stock acquired after that date, the per-company exclusion cap rose from $10 million to $15 million, the gross-asset ceiling for issuers rose from $50 million to $75 million, and a partial exclusion now starts at 3 years instead of nothing until year five (26 U.S.C. §1202). For a founder or seed investor sitting on a large paper gain, the difference between qualifying and not qualifying can be $3.5 million of federal tax on a single exit. If you are still working out how ordinary stock sales are taxed, read taxes on sold stock first; this guide assumes you know the 20% and 3.8% rates and focuses on the rules that switch them off.

Key takeaway: QSBS is decided by facts about the company on the day your shares were issued and by how long you hold them; get both right and up to $15 million of gain per company can be federally tax-free.

What is QSBS and the Section 1202 exclusion?

QSBS is original-issue stock in a small domestic C corporation, and Section 1202 lets a non-corporate holder leave some or all of the gain on it out of gross income. Individuals, trusts and estates can use it; corporations cannot. Excluded gain is not taxed at the capital gains rate, is not subject to the 3.8% net investment income tax, and for stock acquired after September 27, 2010 creates no alternative minimum tax preference.

The percentage you can exclude depends on when you acquired the stock, and the law now has four generations. The older three need a holding period of more than five years. The 2025 generation uses a shorter, tiered schedule.

Section 1202 exclusion by acquisition date. Sources: 26 U.S.C. §1202(a), §57(a)(7); IRS 2025 Instructions for Schedule D (Form 1040).
Stock acquiredHold neededGain excludedPer-company capAMT preference on excluded gain
Aug 11, 1993 – Feb 17, 2009More than 5 years50%$10M or 10× basisYes, 7% of the excluded amount
Feb 18, 2009 – Sept 27, 2010More than 5 years75%$10M or 10× basisYes, 7% of the excluded amount
Sept 28, 2010 – July 4, 2025More than 5 years100%$10M or 10× basisNone
After July 4, 20253 / 4 / 5+ years50% / 75% / 100%$15M (indexed from 2027) or 10× basisNone

Two details in that table do a lot of work. First, when less than 100% is excluded, the taxable slice of the capped gain is “section 1202 gain,” taxed at a maximum 28% rate rather than 20% (IRS Topic 409; 26 U.S.C. §1(h)(4) and (h)(7)). Second, the acquisition date is the first day you held the stock after the holding-period tacking rules of Section 1223, so stock you received by gift or through a QSBS rollover keeps its original generation (§1202(a)(6)(B)).

Does my stock qualify as QSBS?

Your stock qualifies only if every one of six tests is met: the issuer, the way you got the shares, the size of the company at issuance, the business it runs, its buyback history and your holding period. Fail one and the exclusion is gone for that block of shares, however long you hold it.

Chart 1 · Decision tree
Six yes-or-no tests decide QSBS; one “no” anywhere and the exclusion is gone
QSBS qualification decision tree: six yes-or-no tests in order Decision tree. 1: domestic C corporation at issuance and during substantially all of the holding period; if not, not QSBS. 2: acquired at original issue for money, property or services; if bought on the secondary market, not QSBS. 3: aggregate gross assets at or below 75 million dollars (50 million if issued on or before July 4, 2025) before and immediately after issuance; if over, not QSBS. 4: at least 80 percent of assets used in a qualified active business outside the excluded service, finance, farming, extraction and hospitality fields; if not, not QSBS. 5: no disqualifying redemptions; if there were, the issue may be tainted. 6: held at least 3 years for stock acquired after July 4, 2025 or more than 5 years for older stock, with no offsetting short position; if not yet, consider a section 1045 rollover. If all six are yes, exclude gain up to the greater of the per-issuer dollar cap or 10 times basis. WORK DOWN: EVERY ANSWER MUST BE YES 1 Is the issuer a domestic C corporation, at issuance and for substantially all of your holding period? NO · S corp or LLC: not QSBS yes 2 Did you get the shares at original issue, for cash, property or services? NO · Bought secondhand: not QSBS yes 3 Were gross assets at or below $75M ($50M if issued by July 4, 2025), before and right after issuance? NO · Over the line: not QSBS yes 4 Are 80% or more of assets used in a qualified active business, outside the excluded fields? NO · Services, finance, hotels: no yes 5 Did the company avoid disqualifying redemptions around your issuance date? NO · Buybacks can taint the issue yes 6 Have you held 3+ years (new law) or more than 5 years (old law), with no short position? NO · Too early: look at §1045 ALL YES → exclude gain up to the greater of $15M ($10M old law) or 10× basis, per company
Simplified federal tests for non-corporate holders. Test 4 also requires an eligible corporation (not a DISC, RIC, REIT, REMIC or cooperative) and caps portfolio stock and non-business real estate at 10% of assets each. Dollar figures: $75 million gross assets and $15 million cap for stock issued or acquired after July 4, 2025, both inflation-indexed for tax years beginning after 2026. Sources: 26 U.S.C. §1202(b)–(e), (j); IRS, 2025 Instructions for Schedule D (Form 1040). As of October 1, 2026.

The tests in order:

  1. A domestic C corporation. The company must be a C corporation when the stock is issued and during substantially all of your holding period (§1202(c)(2)(A)). Units in an LLC taxed as a partnership and S corporation shares are not QSBS. An LLC that converts to a C corporation can issue QSBS from the conversion date, and the property contributed counts at fair market value for both basis and the asset test (§1202(d)(2)(B), (i)(1)).
  2. Original issue. You must acquire the shares from the company itself, directly or through an underwriter, in exchange for money, property other than stock, or services (§1202(c)(1)(B)). Shares bought from another shareholder in a secondary sale are not QSBS in your hands, even if they were for the seller.
  3. The gross-asset test. The company’s aggregate gross assets, meaning cash plus the adjusted tax basis of everything else, must not have exceeded the ceiling at any time before the issuance or immediately after it, counting the money raised in that round (§1202(d)(1)–(2)). The ceiling is $75 million for stock issued after July 4, 2025 and $50 million for stock issued on or before that date (IRS Schedule D instructions). It is measured on tax basis, not valuation, so a company valued at $1 billion with $40 million of cash and modest fixed assets can still issue QSBS. Corporations in a more-than-50% parent-subsidiary group are tested together.
  4. A qualified active business. At least 80% of the company’s assets by value must be used in one or more qualified trades or businesses during substantially all of your holding period (§1202(e)(1)). The next section covers what counts.
  5. No disqualifying redemptions. If the company bought back stock from you or a related person in the four years starting two years before your issuance, or bought back more than 5% of its total stock value in the two years starting one year before it, the shares issued in that window can be disqualified (§1202(c)(3)).
  6. The holding period, without a short position. Covered in detail below.

The asset test is the one founders most often misunderstand. It is a snapshot at each issuance, not a permanent label on the company. Shares issued in the seed round when total assets were $8 million can be QSBS for life; shares issued to an employee on exercise after the Series C, when cash on the balance sheet has passed $75 million, are not. Two holders of the same class of common stock can have completely different outcomes.

Which businesses can never issue QSBS?

A company fails the active business test if its main activity is in one of the excluded fields Congress listed in §1202(e)(3), chiefly professional services, finance, farming, extraction and hospitality. Most venture-backed software, hardware, biotech and consumer-product companies qualify; many service firms and financial businesses do not.

Excluded fields and asset limits under the active business test. Sources: 26 U.S.C. §1202(e)(3)–(7); IRS 2025 Instructions for Schedule D (Form 1040).
RuleWhat it excludes or limitsCommon startup examples
Service fieldsHealth, law, engineering, architecture, accounting, actuarial science, performing arts, consulting, athletics, financial services, brokerageA medical practice or consulting firm fails; a company selling health-care software generally does not, because it sells a product, not the professionals’ services
Reputation or skillAny business whose principal asset is the reputation or skill of one or more employeesA personality-led agency; a product company with a famous founder is normally fine
FinanceBanking, insurance, financing, leasing, investing or similarLenders, insurers, investment firms
Other fieldsFarming; oil, gas and mineral extraction eligible for depletion; hotels, motels, restaurantsA restaurant chain fails; restaurant-ordering software does not
Working capitalCash for reasonable working capital, or to be spent on R&D within 2 years, counts as active; after the company is 2 years old, no more than 50% of assets can qualify this wayA cash-rich company after a large raise can drift out of compliance
Portfolio stock and real estateFails if more than 10% of net asset value is stock in non-subsidiaries, or more than 10% of total assets is real estate not used in the businessParking treasury cash in equities rather than T-bills or deposits

The working-capital rule is the quiet one. A company that raises a large round and holds most of it as cash for years can see its active-asset percentage fall below 80% once it is older than two years, because idle cash beyond reasonable needs stops counting. The 80% test applies during “substantially all” of your holding period, so a long stretch of noncompliance can hurt shares issued years earlier. This is a question to put to the company’s CFO or tax counsel in writing, not one you can answer from the outside.

How long do you have to hold QSBS after the 2025 law change?

For stock acquired after July 4, 2025, you need at least 3 years for a 50% exclusion, 4 years for 75% and 5 years for 100%. For stock acquired on or before July 4, 2025, the rule is unchanged: nothing until you have held it more than 5 years, then the full percentage for its generation.

Chart 2 · Statutory schedule
Stock acquired after July 4, 2025 starts earning the exclusion at year three; older stock gets nothing until it passes year five
Share of eligible gain excluded from federal tax by years held, stock acquired on or before versus after July 4, 2025 Step chart. Stock acquired after September 27, 2010 and on or before July 4, 2025: 0 percent excluded until the stock has been held more than 5 years, then 100 percent. Stock acquired after July 4, 2025: 0 percent under 3 years, 50 percent at 3 years, 75 percent at 4 years, 100 percent at 5 years or more. Source: 26 U.S.C. 1202(a). SHARE OF ELIGIBLE GAIN EXCLUDED (%) 0%25%50%75%100% 0123456 Years the stock has been held New tiered window (years 3–5) Acquired on or before July 4, 2025: 0% until held more than 5 years, then 100% Acquired after July 4, 2025: 50% at 3 years, 75% at 4, 100% at 5 Acquired after July 4, 2025, held 3 yrs: 50% 3 yrs: 50% Acquired after July 4, 2025, held 4 yrs: 75% 4 yrs: 75% Acquired after July 4, 2025, held 5 yrs: 100% 5 yrs: 100% Acquired after July 4, 2025 (solid) Acquired Sept 28, 2010 – July 4, 2025 (dashed): all or nothing at 5 years Old law: 100% only after MORE than 5 yrs
Federal rule for non-corporate holders of qualified small business stock. Old-law line shows stock acquired after September 27, 2010 and on or before July 4, 2025; stock acquired earlier gets 50% or 75% after five years (see the table above the chart). “More than 5 years” (old) versus “at least 3 years” and “5 years or more” (new) is the statute’s wording. Source: 26 U.S.C. §1202(a)(1), (a)(4) and (a)(5), as amended by Pub. L. 119–21 (July 4, 2025). As of October 1, 2026.

The new tiers matter most for people who may need to sell before year five: an acquisition offer in year three, a tender in year four, or simply a wish to diversify a concentrated position. Under the old rule those sales got no exclusion at all. Under the new rule a sale in year three still keeps half of the capped gain out of income, though the other half is taxed at the 28% rate plus 3.8% NIIT, which makes a year-three sale only modestly better than a fully taxable one (see the worked example below).

Three timing rules to keep straight:

  • The applicable date is July 4, 2025. “Acquired after the applicable date” means July 5, 2025 or later. The $75 million asset test keys off the issue date, the tiers and $15 million cap off the acquisition date; for original-issue stock those are normally the same day.
  • Tacked holding periods keep the old regime. Shares received by gift, at death, on conversion of preferred stock to common, or as replacement stock in a Section 1045 rollover are treated as acquired when the original stock was (§1202(a)(6)(B), (f), (h)). Converting pre-July 2025 preferred into common in 2026 does not move it into the new regime.
  • Funds and SPVs. If you invest through a partnership that holds QSBS, the partnership must meet the holding period, and you must have held your interest from the day it bought the stock (§1202(g)). Joining a fund late limits your share.

How much gain can you exclude: the $15 million cap or 10× basis?

Per company and per taxpayer, you can exclude gain up to the greater of the dollar cap or 10 times the adjusted basis of the shares you sell that year (§1202(b)(1)). The dollar cap is $15 million for stock acquired after July 4, 2025 and $10 million for older stock, reduced by gain from the same company you have already excluded in earlier years.

Chart 3 · Statutory formula
Below $1.5 million of basis the flat $15 million cap is the binding limit; above it, every extra dollar of basis adds $10 of excludable gain
Maximum excludable gain per company versus aggregate basis of the shares sold Line chart. Under the new law the per-issuer limit is the greater of 15 million dollars or 10 times basis, so it is flat at 15 million until basis passes 1.5 million and then rises 10 dollars per dollar of basis. Under the old law it is the greater of 10 million or 10 times basis, flat until 1 million of basis. At 500 thousand of basis the limits are 15 and 10 million; at 2.5 million of basis both are 25 million. MAXIMUM EXCLUDABLE GAIN PER COMPANY ($ MILLIONS) $0M$5M$10M$15M$20M$25M$30M $0M$0.5M$1M$1.5M$2M$2.5M$3M Aggregate basis of the company’s QSBS you sell in the year Old law: greater of $10M or 10x basis New law: greater of $15M or 10x basis Acquired after July 4, 2025: flat $15M floor Acquired on or before July 4, 2025: flat $10M floor Kink at $1.5M basis Kink at $1M basis kink at $1.5M basis kink at $1M basis $2.5M basis: $25M limit under both regimes $2.5M basis → $25M (10× basis, both regimes) 10× basis line
Per-issuer limit for one taxable year with no prior exclusions from the same company. 10× basis uses the adjusted basis of the shares sold that year, ignoring basis added after original issue; property contributed for stock counts at fair market value. Married filing separately: $5 million (old) and half the indexed amount (new). The $15 million figure is inflation-indexed for tax years beginning after 2026. Source: 26 U.S.C. §1202(b)(1)–(5) and (i), as amended by Pub. L. 119–21. As of October 1, 2026.

Who each half of the formula helps:

  • Founders and employees usually have almost no basis: founder shares bought at a fraction of a cent, or option shares exercised at a low strike. Ten times nearly nothing is nearly nothing, so the dollar cap is the binding limit.
  • Angels and seed funds with large checks can do better. A $2.5 million investment supports a $25 million exclusion through the 10× prong, under either regime. Under the new law, the 10× prong only beats the flat cap once basis passes $1.5 million.
  • Contributed property, such as intellectual property or an LLC’s business moved into a new C corporation, counts at fair market value on the contribution date for basis (§1202(i)), which can lift the 10× prong substantially.

The fine print is where planning happens. The 10× basis prong uses only the basis of shares sold in that tax year and ignores basis added after the stock was issued, which is why sales are sometimes split across tax years so each year’s basis supports its own 10× amount. The dollar cap, by contrast, is a lifetime total per company. Married couples filing jointly share one cap; a married person filing separately gets $5 million under the old law and half the indexed amount under the new. And once your post-2025 gain from a company exceeds the cap in any year, the cap for that company is zero in later years, even after inflation indexing raises the headline number (§1202(b)(5)(B)).

If you hold both old and new stock in the same company, gain excluded on the old stock counts against the new $15 million cap, including gain from the same tax year (§1202(b)(4)(B)). The two caps do not stack to $25 million.

How much tax does QSBS actually save on an exit?

On a large exit, a fully qualifying five-year hold of post-2025 stock can cut federal tax on the capped gain from 23.8% to zero. The illustrative case below shows how quickly the savings shrink when you sell early, when you hold old-law stock, or when you live in California.

Chart 4 · Illustrative
On a $20 million exit, a five-year hold of post-July 2025 stock cuts federal tax from $4.76 million to $1.19 million; California still takes about $2.63 million
Federal and California tax on a $20 million long-term gain with and without the QSBS exclusion Illustrative tax on a $20 million gain, basis $1 million, single filer, top bracket. Federal tax: No QSBS: $4.76 million; New law, held 3 yrs: $3.58 million; New law, held 4 yrs: $2.38 million; Old law, held over 5 yrs: $2.38 million; New law, held 5 yrs: $1.19 million. California tax is about $2.63 million in every case because California does not conform to section 1202. TAX ON A $20M GAIN ($ MILLIONS) Federal (income tax + NIIT) California resident adds No QSBS LLC stock, or a test failed No QSBS: $4.76 million federal tax California tax: about $2.63 million, unchanged by QSBS $4.76M fed · $7.39M with CA New law, held 3 yrs 50% of $15M excluded New law, held 3 yrs: $3.58 million federal tax California tax: about $2.63 million, unchanged by QSBS $3.58M fed · $6.21M with CA New law, held 4 yrs 75% of $15M excluded New law, held 4 yrs: $2.38 million federal tax California tax: about $2.63 million, unchanged by QSBS $2.38M fed · $5.01M with CA Old law, held over 5 yrs 100% of $10M excluded Old law, held over 5 yrs: $2.38 million federal tax California tax: about $2.63 million, unchanged by QSBS $2.38M fed · $5.01M with CA New law, held 5 yrs 100% of $15M excluded New law, held 5 yrs: $1.19 million federal tax California tax: about $2.63 million, unchanged by QSBS $1.19M fed · $3.82M with CA $0M$2M$4M$6M$8M
Illustrative arithmetic on statutory rates, not a forecast. Inputs: $20 million long-term gain on one company’s stock, $1 million basis (so 10× basis = $10 million and the dollar cap binds), single filer, no other income or deductions, top federal bracket. Federal: gain above the cap at 20% + 3.8% NIIT = 23.8%; the non-excluded part of capped gain (“section 1202 gain”) at 28% + 3.8% = 31.8%; excluded gain is not in gross income, so it carries no NIIT. California: 2025 Schedule X (12.3% top bracket over $742,953) plus the 1% Behavioral Health Services Tax on taxable income over $1 million, applied to the full gain because California does not conform to §1202. Sources: 26 U.S.C. §1202(a)–(b) and §1(h)(4), (h)(7); IRS Topic 409; IRS, Net Investment Income Tax; California FTB 2025 Form 540 tax rate schedules and Schedule D (540) instructions. As of October 1, 2026.

The numbers behind the chart, for an angel who invested $1 million at original issue and sells for $21 million, a $20 million long-term gain:

Illustrative federal tax on a $20 million QSBS gain, $1 million basis, single filer, top bracket. Rates from IRS Topic 409 and IRS, Net Investment Income Tax; rules from 26 U.S.C. §1202.
ScenarioGain excludedTaxed at 31.8% (28% + NIIT)Taxed at 23.8% (20% + NIIT)Federal taxSaved vs no QSBS
No QSBS$0$0$20.0M$4.76M—
New law, held 3 years$7.5M$7.5M$5.0M$3.58M$1.19M
New law, held 4 years$11.25M$3.75M$5.0M$2.38M$2.38M
Old law (2010–2025 stock), held over 5 years$10.0M$0$10.0M$2.38M$2.38M
New law, held 5 years$15.0M$0$5.0M$1.19M$3.57M

Step by step for the five-year, post-2025 case:

  1. Cap: the greater of $15 million or 10 × $1 million = $15 million.
  2. Excluded: 100% of $15 million = $15 million, not in gross income, so no income tax and no NIIT.
  3. Remaining gain: $20 million − $15 million = $5 million, ordinary long-term capital gain at 20% + 3.8% = $1.19 million.
  4. California resident: add about $2.63 million of state tax on the full $20 million, because California does not follow Section 1202.

Notice the year-four row matching the old-law row: 75% of a $15 million cap shelters about the same tax as 100% of a $10 million cap. And notice the three-year row: half of the capped gain falls into the 28% bracket, so the saving is real but only a quarter of the full prize. If you expect to sell in year three, model whether waiting one more year is worth the market risk, and consider whether that risk can be reduced without breaking the holding period (it often cannot; see the hedging section).

Rule of thumb

For founders and employees with near-zero basis, the exclusion is worth roughly $3.57 million of federal tax per company at the top bracket on a five-year post-2025 hold ($15 million × 23.8%). Anything that adds a second taxpayer, a second issuer or a second year can multiply it; anything that breaks one test can erase it.

How do stock options, RSUs and early exercise interact with QSBS?

The QSBS clock starts when shares are issued to you, not when you receive the option or RSU grant. An option is a contract to buy stock, not stock, so it cannot be QSBS; the shares you receive on exercise can be, if the company passes the asset test on the exercise date.

That produces three practical rules for equity compensation:

  • Options. Your holding period, the asset test and your basis for the 10× prong all start at exercise. Exercising in the seed or Series A era, while gross assets are small, can lock in QSBS status that a later exercise would miss. The ordinary-income and AMT side of that decision is covered in our guide to ISO vs NSO stock options and the AMT.
  • Restricted stock and early exercise. Without an election, the holding period for restricted stock begins only when it vests (§83(f)). An 83(b) election filed within 30 days of the transfer (§83(b)(2)) treats the stock as received on the transfer date, which is why early exercise plus 83(b) is the standard way founders and early employees start the five-year clock on day one. The cost is cash at risk on shares that may never be worth anything.
  • RSUs. Shares are issued at settlement, usually at vesting. At a late-stage private company or a public company, gross assets almost always exceed $75 million by then, so RSU shares rarely qualify. RSU-heavy employees at large companies should assume no QSBS and plan accordingly.
Where it goes wrong

An employee joins at the Series B, waits for an IPO and then exercises a decade of options at once. Every share was issued after the company crossed the asset ceiling, so none of it is QSBS, even though the company was small when the options were granted. If QSBS is part of your plan, the exercise date matters more than the grant date.

Can you roll over QSBS gain before the holding period is met?

Yes. Section 1045 lets you defer gain on QSBS held more than 6 months by buying other QSBS within 60 days of the sale and electing the rollover on your return (§1045(a)). You recognize gain only to the extent the sale proceeds exceed what you reinvest.

The rollover is how investors bridge an early acquisition. The deferred gain reduces the basis of the replacement stock, and the holding period of the old stock carries over to the new (IRS Publication 550), so a sale in year two can be rolled into a new company and still reach year five on the combined clock. Conditions to watch:

  • The replacement must itself be QSBS at original issue and meet the active business test for at least its first 6 months (§1045(b)(4)(B)).
  • Gain treated as ordinary income cannot be rolled.
  • The election is due with your return, including extensions; it is reported on Form 8949 with code “R” (IRS Schedule D instructions).
  • Because the replacement stock takes the old stock’s acquisition date, pre-July 2025 stock rolled into a new company stays in the old regime and its $10 million cap.

In practice, finding a qualifying original-issue investment of the right size within 60 days is the hard part. Investors who expect to need the rollover line up candidates before the sale closes.

Do gifts, inheritance and trusts multiply the QSBS exclusion?

Gifts and inheritance carry QSBS status and holding period to the recipient, and because the cap applies per taxpayer, they can create additional caps. Section 1202(h) treats a person who receives QSBS by gift or at death as having acquired it the same way the transferor did and as having held it for the transferor’s holding period.

That is the basis of a planning concept practitioners call stacking: a founder gives shares to family members or to separate non-grantor trusts, each of which is its own taxpayer with its own $15 million (or $10 million) cap. Three cautions keep this a conversation for your estate and tax attorneys, not a do-it-yourself project:

  1. The trust must be a separate taxpayer. A grantor trust is ignored for income tax, so it shares the founder’s cap.
  2. Anti-abuse rules apply. Section 643(f) can treat two or more trusts as one if they have substantially the same grantor and beneficiaries and a principal purpose of avoiding tax, and §1202(k) directs regulations against avoidance.
  3. Gift tax and timing. Gifting before value is established uses less gift-tax exemption; gifting on the eve of a signed acquisition invites scrutiny of the gift’s value and substance.

The same logic cuts the other way for charitable giving: QSBS whose gain would be fully excluded anyway is often a weaker candidate for a charitable gift than other appreciated stock, so compare both before you choose which shares to give. Our tax-efficient investing guide covers how transfer planning fits into a wider executive wealth plan.

Does California tax QSBS gain?

Yes. The California Franchise Tax Board states that California does not conform to the qualified small business stock deferral and gain exclusion under IRC Sections 1045 and 1202, and tells filers to report the entire gain (FTB, 2025 Schedule D (540) instructions). For 2025 the top California rate is 12.3% on single-filer taxable income above $742,953, plus a 1% Behavioral Health Services Tax on taxable income over $1 million (FTB Form 540 rate schedules and instructions).

For a California founder, that means the federal exclusion can be worth $3.57 million on a $20 million gain while the state bill stays at roughly $2.63 million. Other states differ, and some follow the federal rule; check your state’s current conformity before the sale year, not after. Moving states shortly before a sale is a residency question with its own audit risk and is beyond the scope of this guide.

Can you hedge or sell QSBS without losing the exclusion?

You can sell in pieces and plan around the caps, but hedging before the holding period is met forfeits the exclusion. Section 1202(j) denies the exclusion on any stock against which you have an offsetting short position, which includes a short sale of substantially identical property and buying a put on it, unless the stock had already met the 3-year (new) or more-than-5-year (old) holding period when the hedge began and you elect to recognize the gain as if sold that day.

This collides directly with the toolkit Proflex uses for concentrated positions. A protective put or a zero-cost collar is often the right answer for a post-IPO founder who cannot sell; on QSBS inside its holding period, the same trade can cost millions of dollars of exclusion. The usual sequence is to wait for the holding period, sell the excludable portion outright, and only then hedge what remains, or to hedge correlated index exposure that is not substantially identical. Have a tax adviser review any hedge on QSBS before you trade.

When the shares are public and you are an insider, selling on a schedule through a 10b5-1 plan lets you match tranches to tax years: the dollar cap is used once, but each year’s 10× basis amount is computed on that year’s sales.

What should you check before you sell QSBS?

  1. Get the company’s written QSBS representation: C corporation status, gross assets at each of your issuance dates, the active-business percentage, and any redemptions in the testing windows.
  2. List each block of shares with its issuance date, acquisition date for tiering, basis and how it was acquired (cash, services, exercise, conversion, gift).
  3. Assign each block to its regime: before February 18, 2009; February 18, 2009 to September 27, 2010; September 28, 2010 to July 4, 2025; or after July 4, 2025.
  4. Compute the cap for each company and each taxpayer, including spouses and trusts, and the gain already excluded in earlier years.
  5. Check for hedges: no puts, short sales or collars on the stock until the holding period is met.
  6. If selling early, line up Section 1045 replacement QSBS before closing and calendar the 60-day window.
  7. Estimate state tax separately; in California, the full gain is taxable.
  8. Report the sale on Form 8949 with code “Q” for the exclusion or “R” for a rollover, and keep the company’s representation with your records.

Frequently asked questions

What is QSBS?

QSBS, or qualified small business stock, is stock in a domestic C corporation that you acquired at original issue for money, property or services when the company had gross assets of no more than $75 million ($50 million for stock issued on or before July 4, 2025), and that stays in an active, qualifying business. Gain on it can be partly or fully excluded from federal income tax under Section 1202.

How long do I have to hold QSBS to get the exclusion?

For stock acquired after July 4, 2025, you need at least 3 years for a 50% exclusion, 4 years for 75% and 5 years for 100%. For stock acquired on or before July 4, 2025, you need more than 5 years, and nothing is excluded before that.

How much gain can I exclude with QSBS?

Per company, the excludable gain is the greater of a dollar cap or 10 times the basis of the shares you sell that year. The dollar cap is $15 million for stock acquired after July 4, 2025, indexed for inflation from 2027, and $10 million for older stock, reduced by gain you have already excluded from that company.

Do stock options qualify for QSBS?

The option itself is not stock, so it cannot be QSBS. The shares you receive when you exercise can qualify, but the company must meet the gross-asset test on the exercise date and your holding period starts then. Early exercising with an 83(b) election starts the clock sooner, often while the company is still small enough to qualify.

Does California recognize the QSBS exclusion?

No. The California Franchise Tax Board says California does not conform to the Section 1202 exclusion or the Section 1045 rollover, so California residents report the entire gain for state tax even when it is fully excluded federally.

What is a Section 1045 rollover?

Section 1045 lets you defer gain on QSBS held more than 6 months by buying other QSBS within 60 days of the sale. The deferred gain reduces the basis of the new stock, and your holding period carries over, so the combined period can later reach the 3- or 5-year mark for the Section 1202 exclusion.

Can I hedge QSBS with puts or a collar?

Be careful. If you buy a put or otherwise take an offsetting short position before the holding period is met, Section 1202(j) denies the exclusion on that stock. After the holding period, a hedge keeps the exclusion only if you elect to recognize the gain as of the day the hedge starts.

Key takeaways

  1. QSBS is original-issue stock in a domestic C corporation that met the gross-asset test when your shares were issued and runs a qualifying active business for substantially all of your holding period.
  2. Stock acquired after July 4, 2025 gets 50%, 75% and 100% exclusions at 3, 4 and 5 years; older stock gets nothing until it is held more than 5 years.
  3. Per company you can exclude the greater of $15 million ($10 million for older stock) or 10 times the basis of the shares sold that year.
  4. The holding period for option and RSU shares starts when the shares are issued, so early exercise with an 83(b) election can start the clock years earlier.
  5. Section 1045 rolls gain into new QSBS within 60 days; gifts and inheritance carry QSBS status and holding period to the recipient.
  6. California and some other states tax the gain anyway, and buying puts or collars before the holding period is met can forfeit the exclusion.

Sources and method

  1. 26 U.S. Code § 1202, Partial exclusion for gain from certain small business stock — exclusion tiers, applicable date, per-issuer cap, $75 million asset test, active business and short-position rules, as amended by Pub. L. 119–21
  2. 26 U.S. Code § 1045, Rollover of gain from qualified small business stock — 6-month holding requirement and 60-day reinvestment window
  3. IRS, 2025 Instructions for Schedule D (Form 1040) — $75 million / $50 million asset test by issue date, qualified-business list, reporting codes Q and R
  4. IRS Topic 409, Capital gains and losses — maximum 28% rate on the taxable part of section 1202 gain
  5. 26 U.S. Code § 83, Property transferred in connection with performance of services — 83(b) election within 30 days and holding period for restricted stock
  6. California FTB, 2025 Instructions for California Schedule D (540) — California nonconformity to Sections 1202 and 1045

Statutory figures are from 26 U.S.C. §1202 as amended by Pub. L. 119–21 (enacted July 4, 2025) and were checked against the statute text and the 2025 IRS Schedule D instructions on October 1, 2026. Inflation-indexed amounts for tax years beginning after 2026 had not been folded into this article; check the IRS revenue procedure for the year you sell. The tax example is illustrative arithmetic for a single filer in the top federal bracket with no other income; California figures use the 2025 Form 540 tax rate schedule and the 1% Behavioral Health Services Tax. Trust-stacking is described as a planning concept only. This is general information on federal rules and one state’s conformity, not tax or legal advice; QSBS qualification turns on company-level facts, so confirm with the issuer and your own tax adviser.

RB
About the author
Raman Bindlish, Principal, Proflex Finance LLC

Raman runs Proflex Finance’s options-income and portfolio strategies for executives and families in the Bay Area. Proflex research is written for investors who want hedge-fund-style risk management without handing over their account. More about Proflex →

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Past performance is not a guide to future results and does not guarantee future returns. Performance figures refer to Proflex Finance strategy results and are not audited; individual results vary with entry timing, position sizing and account constraints. Nothing in this note is personal investment advice or a recommendation to buy or sell any security. Proflex Finance and its staff may hold positions in the securities discussed.