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Founders, Before You Grant Equity, Read This! The Dos and Don’ts of Equity Compensation

Equity-based compensation has become a cornerstone of employee incentive strategies, particularly in the tech industry. As a result, the design and tax planning of such plans are especially critical. Getting it right means allowing the employee to maximize value without exceeding the bounds set by Israeli income tax law. Knowing the dos and don’ts will help you avoid unpleasant surprises with the Israeli Tax Authority. The most common framework for granting equity to employees is Section 102 of the Israeli Income Tax Ordinance [New Version] 5721-1961, specifically the capital gains route. This route allows startups to offer options or shares through a trustee, with potential tax advantages. If certain conditions are met, including a minimum holding period of 24 months, employees may be taxed on exit at the 25% capital gains rate, instead of higher rates on employment income. The challenge, of course, is that eligibility depends on proper structuring and strict compliance with the income tax rules. Mistakes in documentation, timing, or plan approval can lead to full marginal tax rates and employer tax exposure. The challenge has grown even greater since January 1, 2025, when the ITA replaced its manual reporting regime with a mandatory electronic system. The digital submission process now includes a detailed questionnaire that is designed to flag certain features in equity plans that may be inconsistent with the requirements of Section 102. To ensure that your employee equity plan qualifies for the capital gains route, be sure to pay attention to the following issues. Promising equity without executing a formal grant: This is one of the costliest mistakes. In their employment or founder agreements, many startups include language about future option grants but then fail to adopt a formal Section 102 plan or to submit it to the ITA. By the time an exit becomes likely, it is often too late to grant options under the capital gains route. Note that a plan must be submitted at least 30 days before any grant and that grants made within 90 days preceding an exit are classified as employment income, not capital gains. To avoid any problems, equity plans should be adopted and implemented early in the company’s life cycle. Vesting contingent on an exit: In many startups, the real financial upside for employees comes only at exit, since these companies do not typically distribute dividends during their growth phase. To align incentives, employers often want equity awards to vest only if and when an exit occurs; in this way, employees are rewarded when shareholders realize value. This structure, however, raises a red flag with the ITA. According to the Authority’s position, vesting that is contingent on a liquidity event resembles a contingent bonus rather than genuine equity compensation, and it makes no difference whether the liquidity event occurs alone or comes as part of a double-trigger structure (i.e., time-based vesting combined with a required exit). When vesting is contingent on an exit, the plan does not qualify for capital gains treatment under Section 102, and the gain will be subjected to full employment tax rates. To maintain compliance while keeping rewards tied to a successful exit, companies can use time-based vesting with an acceleration clause that is triggered by an exit. Because the exit is not a precondition for vesting itself, this structure is not prohibited by the ITA. Vesting contingent on performance goals: The ITA generally expects equity awards under Section 102 to vest based on objective and time-based criteria, not on subjective or discretionary performance metrics. When vesting is tied to performance goals such as meeting sales targets, launching a product, or securing funding, the Authority may view the award as a compensation for specific services rather than a long-term equity incentive. To mitigate this risk, companies should clearly define performance criteria in advance and ensure that those criteria are objectively measurable and impervious to discretionary interpretation. Grants based on preference shares: Granting options or shares based on preference is another red flag for the ITA. This is particularly true when employees receive instruments that carry rights similar to those of preferred investors; examples include liquidation preferences, anti-dilution protections, and guaranteed returns. The Authority generally expects employee equity to be granted over ordinary shares, not over instruments designed to protect capital or ensure a minimum return. To comply with the requirements of Section 102, companies should grant options over ordinary shares, which are defined as shares that carry voting rights (including through proxy arrangements), are entitled to dividends, and participate in liquidation proceeds. An exclusive reliance on ordinary shares, however, may be problematic for companies with heavily preferred capital structures, where common shareholders—including employees—may receive little or no proceeds upon exit. In such cases, the Israeli Tax Authority may accept the use of a carve-out arrangement, a contractual mechanism for allocating part of the exit proceeds to employees, provided that it is properly structured and submitted in advance for tax approval. It is crucial to plan such arrangements early, with sufficient time to obtain a tax ruling. Repurchase rights and put/call options: These mechanisms are common in shareholder agreements, especially in early-stage companies and founder arrangements. But when they are applied to employee equity awards, repurchase rights and put/call options may raise serious concerns under Section 102. The ITA may consider the award to lack genuine equity risk in either one of the following scenarios: 1) the company or its shareholders retain a call option—especially one that limits upside—to repurchase shares at a fixed or formula price; or 2) the employee holds a put option that guarantees liquidity or a minimum return. In these cases, the ITA may view the award as compensation income and disqualify it from capital gains treatment. Call options that allow the company to repurchase shares upon termination of employment are permissible, but only if they meet strict criteria. Under no circumstance may the employee hold a put option that obligates the company or its shareholders to repurchase the shares. These are just the most common considerations involved in ensuring that employee equity plans qualify for the capital gains route under Section 102. On top of all this complexity, the ITA’s new electronic reporting system is likely to catch issues that might once have gone unnoticed. Early and professional planning is more critical than ever, since a single misstep can turn what should have been a meaningful reward into a costly tax event. At STL, we have the expertise, creativity, and commitment to guarantee the optimal structuring of your equity plan. To request further information or to schedule a consultation, please contact Anat Shavit at [email protected] .
ShaviTaxLawyers - May 8 2025
International Tax

High Tech: Which pitfall Israeli entrepreneurs should avoid?

In the wake of prolonged geopolitical instability, internal political uncertainty, and the rise of global anti-Israeli sentiment, a growing number of Israeli entrepreneurs are choosing to incorporate their startups abroad—seeking stability, greater access to international investors, and strategic insulation from regional volatility. While this trend may offer meaningful business advantages, it also carries significant tax implications that Israeli entrepreneurs must be aware of. Without proper planning, these cross-border structures can inadvertently expose founders to unexpected Israeli tax liabilities and compliance risks. In this article, we will examine the potential tax exposure associated with creating a permanent establishment (PE) in Israel, particularly in cases where Israeli entrepreneurs are actively involved in developing the company’s intellectual property from within Israel. It is increasingly common for Israeli entrepreneurs to incorporate their startups as foreign entities—most often in the United States—at the very early stages of the venture. This strategy is typically driven by commercial considerations such as easier access to venture capital, favorable legal infrastructure, and alignment with future expansion plans. In many cases, the founders envision relocating abroad at a later stage once the company matures or begins scaling its operations. However, during the initial development phase, much of the core activity—including product development and IP creation—continues to take place in Israel. This disconnects between the legal structure and the actual business activity may inadvertently trigger a permanent establishment (PE) in Israel, exposing the foreign company to Israeli taxation. If not properly addressed, this risk can significantly complicate matters at critical junctures such as raising funds or executing an exit, where investors and acquirers scrutinize the company’s global tax exposure. When Israeli entrepreneurs remain in Israel and continue to lead key functions such as product development, R&D, and strategic decision-making, their activities may give rise to a permanent establishment (PE) of the foreign company in Israel—even if the entity is formally incorporated abroad. Under Israeli tax law, a PE can be triggered where there is a fixed place of business or where core entrepreneurial functions are conducted locally. Once a PE is established, the foreign company is required to allocate an appropriate portion of its global income to Israel based on transfer pricing principles. This means that even at early stages—when the company may be operating at a loss on a consolidated basis—it must still file annual tax returns in Israel and may become liable for Israeli corporate tax on the income attributed to the Israeli PE. Failing to recognize and plan for this exposure can result in significant compliance issues and unexpected liabilities later on. Importantly, the existence of a PE in Israel is not the only concern. When Israeli entrepreneurs are actively involved in the development of the startup’s intellectual property (IP) from within Israel, the Israeli Tax Authority may argue that the IP is at least partially—if not fully—owned by the Israeli PE. In such cases, even if the legal ownership of the IP is held by the foreign parent company, the economic substance of the IP creation may be attributed to Israel. This can have far-reaching implications: if the IP is later licensed, sold, or transferred as part of an exit event, the Israeli tax authorities may assert that a significant portion (or even all) of the resulting income should be subject to Israeli taxation. This position can lead to unexpected tax liabilities and complicate the valuation and structuring of future transactions. In an increasingly globalized and uncertain environment, structuring your startup abroad may seem like the logical path—but Israeli entrepreneurs must recognize that legal incorporation is only one piece of the puzzle. The location of actual business activity, especially IP development, has real and potentially costly tax implications. Early-stage companies can and should take proactive steps—whether through tax rulings, proper transfer pricing, or long-term planning—to reduce exposure and avoid unpleasant surprises at later stages. Consulting with experienced advisors early on can make all the difference between a clean, scalable structure and a future entangled in tax disputes. Have questions or faced similar challenges? Anat Shavit from STL will be happy to assist you and your company with the tax planning.
ShaviTaxLawyers - April 24 2025