{"id":31677,"date":"2016-03-31T19:21:46","date_gmt":"2016-04-01T00:21:46","guid":{"rendered":"https:\/\/content.findlaw-admin.com\/ability-legal\/uncategorized\/using-stock-to-exercise-options.html"},"modified":"2018-01-18T14:15:32","modified_gmt":"2018-01-18T19:15:32","slug":"using-stock-to-exercise-options","status":"publish","type":"corporate","link":"https:\/\/corporate.findlaw.com\/business-operations\/using-stock-to-exercise-options.html","title":{"rendered":"Using Stock To Exercise Options"},"content":{"rendered":"<section class=\"fl-gutenberg-byline\">\n    <div class=\"fl-gutenberg-byline-content\">\n                    <p><em>This article was edited and reviewed by <a href=\"https:\/\/www.findlaw.com\/company\/our-team.html\" rel=\"noopener\">FindLaw Attorney Writers<\/a><\/em><\/p>\n\n                | Last reviewed\n        <time>\n                            May 13, 2026\n                    <\/time>\n    <\/div>\n\n    \n    <details class=\"fl-gutenberg-byline-toggle fl-gutenberg-byline-legally-reviewed\">\n        <summary>\n            <i class=\"fl-gutenberg-byline-icon\" aria-hidden=\"true\"><\/i>\n            Legally Reviewed\n        <\/summary>\n\n        <div class=\"fl-gutenberg-byline-toggle-content\">\n            <p><em>This article has been written and reviewed for legal accuracy, clarity, and style by <a href=\"https:\/\/www.findlaw.com\/company\/our-team.html\" rel=\"noopener\">FindLaw\u2019s team of legal writers and attorneys<\/a> and in accordance with <a href=\"https:\/\/www.findlaw.com\/company\/company-history\/editorial-policy.html\" rel=\"noopener\">our editorial standards<\/a>.<\/em><\/p>\n\n        <\/div>\n    <\/details>\n\n    <details class=\"fl-gutenberg-byline-toggle fl-gutenberg-byline-fast-checked\">\n        <summary>\n            <i class=\"fl-gutenberg-byline-icon\" aria-hidden=\"true\"><\/i>\n            Fact-Checked\n        <\/summary>\n\n        <div class=\"fl-gutenberg-byline-toggle-content\">\n            <p><em>The last updated date refers to the last time this article was reviewed by FindLaw or one of our <a href=\"https:\/\/www.findlaw.com\/company\/our-team\/contributing-authors.html\" rel=\"noopener\">contributing authors<\/a>. We make every effort to keep our articles updated. For information regarding a specific legal issue affecting you, please <a href=\"https:\/\/lawyers.findlaw.com\/?fli=bylinelink\" rel=\"noopener\">contact an attorney in your area<\/a>.<\/em><\/p>\n\n        <\/div>\n    <\/details>\n<\/section>\n\n\n\n<p>A stock-for-stock option allows holders of an option to use shares of stock they already own to pay for new shares. With a stock-for-stock option exercise, the option holder pays the option exercise price by delivering (either by physical delivery or by attestation) previously-owned shares of Company stock with a value equal to the option exercise price. This is a expeditious method of exercising a <a title=\"Understanding the New Accounting Rules For Stock Options and Other Awards\" href=\"https:\/\/corporate.findlaw.com\/business-operations\/understanding-the-new-accounting-rules-for-stock-options-and.html\" target=\"_blank\">stock option<\/a>, because there is no need to obtain cash to exercise the option. Further, by exercising an option in this manner, the option holder is able to avoid taxable gain from the sale of stock to obtain cash for the purchase of new shares.<\/p>\n<p><b>Plan Provisions<\/b><\/p>\n<p>Most <a title=\"Employee Stock Options Plans\" href=\"https:\/\/www.sec.gov\/fast-answers\/answers-empopthtm.html\" target=\"_blank\" rel=\"noopener\">stock option plans<\/a> permit stock-for-stock option exercises. If not, the plan must be amended in order for this type of transaction to take place. In most cases, a plan amendment to add a stock-for-stock option exercise provision will not require shareholder approval, although the specific terms of each plan must be reviewed.<\/p>\n<p>Amending an option plan or an individual option agreement to permit <a title=\"About Form 3921, Exercise of an Incentive Stock Option Under Section 422(b)\" href=\"https:\/\/www.irs.gov\/forms-pubs\/form-3921-exercise-of-an-incentive-stock-option-under-section-422b\" target=\"_blank\" rel=\"noopener\">stock-for-stock option exercises<\/a> should not be considered a &quot;modification&quot; for purposes of <a title=\"26 U.S.C. \u00a7 162 - U.S. Code - Unannotated Title 26. Internal Revenue Code \u00a7 162. Trade or business expenses\" href=\"https:\/\/codes.findlaw.com\/us\/title-26-internal-revenue-code\/26-usc-sect-162.html\" target=\"_blank\" rel=\"noopener\">Section 162<\/a>(m) of the Internal Revenue Code (the $1,000,000 deduction limitation). However, such an amendment would be considered a &quot;modification&quot; for &quot;incentive stock option&quot; (ISO) purposes. As a result, amending an option plan or agreement to add a stock-for-stock exercise feature to an ISO will ordinarily disqualify the ISO and convert the ISO into a &quot;<a title=\"Topic Number: 427 - Stock Options\" href=\"https:\/\/www.irs.gov\/taxtopics\/tc427\" target=\"_blank\" rel=\"noopener\">nonstatutory stock option<\/a>&quot; (NSO) for tax purposes. Companies should also consult with their accountants to determine whether any such amendment triggers a compensation expense for financial accounting purposes.<\/p>\n<p><b>Mechanics<\/b><\/p>\n<p>The shares that are used to pay the option exercise price can be delivered either by actual physical delivery of a <a title=\"Holding Your Securities? Get the Facts\" href=\"https:\/\/www.sec.gov\/reportspubs\/investor-publications\/investorpubsholdsechtm.html\" target=\"_blank\" rel=\"noopener\">stock certificate<\/a> to the company or through attestation. With attestation, the <a title=\"Investor Bulletin: An Introduction to Options\" href=\"https:\/\/www.sec.gov\/oiea\/investor-alerts-bulletins\/ib_introductionoptions.html\" target=\"_blank\" rel=\"noopener\">option holder<\/a> represents to the company, by executing an affidavit, that he or she owns other shares of company stock in a quantity sufficient to exercise the option. Attached is a sample form of attestation affidavit. Unlike stock certificates, an attestation form can be delivered by fax or e-mail. Upon receipt of the attestation form together with the company&#8217;s option exercise form, the company simply issues the net shares representing the spread at exercise.<\/p>\n<p>An example of a stock-for-stock option exercise follows:<\/p>\n<ul>\n<li>An employee receives an NSO for 1,000 shares of company stock at an exercise price of $10 per share, the fair market value at the time of grant. At the time of exercise, the company stock has a fair market value of $25 per share.<\/li>\n<li>The executive delivers (either by physical delivery or by attestation) 400 shares (the &quot;Delivered Shares&quot;) of stock worth $10,000 (the aggregate option exercise price) to exercise the option. The executive receives (or retains in the case of attestation):<\/li>\n<li style=\"list-style-type: none;\"><ul>\n<li>a certificate for 400 shares of company stock representing the previously-owned shares (the &quot;Replacement Shares&quot;), and<\/li>\n<li>a certificate for 600 shares of company stock representing the spread at exercise (the &quot;Gain Shares&quot;).<\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<p><b>Tax Consequences<\/b><\/p>\n<p>Exercising a stock-for-stock option creates a tax-free exchange of old shares for new shares. This exchange does not require the report of any <a title=\"Stock Option Income Subject To Earned Income Tax Levied By Pennsylvania Political Subdivisions\" href=\"https:\/\/corporate.findlaw.com\/finance\/stock-option-income-subject-to-earned-income-tax-levied-by.html\" target=\"_blank\">taxable income<\/a>. In the exchange of old for new, the additional shares received are for zero payment. These new shares will have the same basis and holding period as the old shares. However, tax laws change and the <a title=\"Equity (Stock) - Based Compensation Audit Techniques Guide (August 2015)\" href=\"https:\/\/www.irs.gov\/businesses\/corporations\/equity-stock-based-compensation-audit-techniques-guide\" target=\"_blank\" rel=\"noopener\">tax consequences<\/a> should be reviewed with an accountant for a particular situation.<\/p>\n<p>The new shares that are received maybe required to be reported as compensation income if the <a title=\"Goodbye Stock Option, Hello Restricted Stock: Microsoft Leads the Way\" href=\"https:\/\/corporate.findlaw.com\/corporate-governance\/goodbye-stock-option-hello-restricted-stock-microsoft-leads-the.html\" target=\"_blank\">stock is vested<\/a> when it is received. These shares have a <a title=\"Cost Basis FAQs for Form 1040 filers\" href=\"https:\/\/www.irs.gov\/businesses\/small-businesses-self-employed\/cost-basis-reporting-faqs\" target=\"_blank\" rel=\"noopener\">basis<\/a> equal to the amount of compensation income reported and the holding period begins when the shares are received.<\/p>\n<p><b>Advantage of the Stock-for-Stock Option<\/b><\/p>\n<p>The true advantage for a stock-for-stock option exercise is in not having to obtain cash to exercise the option. If it is necessary to sell stock in order to exercise a stock option, a capital gains tax will be imposed on the sale of that stock. However, by trading old stock for new stock in a stock-for-stock option, the capital gains tax can be deferred. Eventually, a capital gains tax will be imposed when the stock is sold, but the timing of the sale can be planned for minimal tax consequences.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>FindLaw&#8217;s analysis of the advantages and favorable tax consequences of shareholders using a stock-for-stock option to purchase new shares in a company rather than cash.<\/p>\n","protected":false},"template":"","meta":{"_acf_changed":false,"_stopmodifiedupdate":true,"_modified_date":"","_cloudinary_featured_overwrite":false},"corporate_categories":[6467,6469,6471,6473],"class_list":["post-31677","corporate","type-corporate","status-publish","hentry","corporate_categories-business-operations","corporate_categories-business-operations__commercial-contracts","corporate_categories-business-operations__property","corporate_categories-business-operations__property__real-property"],"acf":[],"_links":{"self":[{"href":"https:\/\/corporate.findlaw.com\/legal-api\/wp-json\/wp\/v2\/corporate\/31677","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/corporate.findlaw.com\/legal-api\/wp-json\/wp\/v2\/corporate"}],"about":[{"href":"https:\/\/corporate.findlaw.com\/legal-api\/wp-json\/wp\/v2\/types\/corporate"}],"wp:attachment":[{"href":"https:\/\/corporate.findlaw.com\/legal-api\/wp-json\/wp\/v2\/media?parent=31677"}],"wp:term":[{"taxonomy":"corporate_categories","embeddable":true,"href":"https:\/\/corporate.findlaw.com\/legal-api\/wp-json\/wp\/v2\/corporate_categories?post=31677"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}