Contents:
Incentive stock options ISOs , are a type of employee stock option that can be granted only to employees and confer a U. ISOs may be issued both by public companies and private companies, with ISOs being common as a form of executive compensation for public companies, and common as a form of equity compensation in private start-up companies.
Statutory options are not subject to the complex tax scheme of Code Sections 83 and A. Similarly, options which have already vested will usually need to be exercised during a set period from the date of death, after which they will lapse. The following Share Incentives practice note produced in partnership with Karen Cooper of Cooper Cavendish provides comprehensive and up to date legal information covering: Death of an employee option holder or shareholder Employee share scheme participants and shareholders Market practice Early Vesting Institutional shareholder guidance HMRC tax-advantaged schemes Legislative requirements Taxation of awards and shares on death SIPs Options More Previously, it was believed that nonvested options could be given with a minimal value and thus enable the donor to shift all future growth to the donee without incurring substantial gift tax. Financial Results:.
Rather, if the shares are held for 1 year from the date of exercise and 2 years from the date of grant a "qualifying disposition" , then the profit made above the strike price is taxed entirely as a long-term capital gain, at a maximum rate of Tax treatment for the incentive stock option was created by the Revenue Act of The introduction of restricted shares and performance shares in the s and s diminished its popularity, but stock options continued to dominate through the s, s, and s.
In October , section a of the tax code was added by the American Jobs Creation Act of , which set rules requiring the strike price of the option grant to be at least the fair market value, giving rise to the term a valuation.
In , law professor Erik Lie published a report into the options backdating involving changing the strike price and date of an option after issue, which led to over SEC and DOJ investigations, resulting in 12 criminal sentences. As of , stock options including ISOs are no longer the most common form of long-term equity incentive rewards for executives, with about half given as performance shares, a quarter as RSUs , and a quarter as stock options. If the shares are sold before this required holding period a "disqualifying disposition" in the same tax year, then the difference between the price at the time of exercise minus the strike price is taxed as ordinary income, and any additional gain on top of the exercise price is taxed as a short-term capital gain.
Short-term capital gains are subject to the same tax brackets as ordinary income but are also subject to the 3. If the incentive stock option is sold above the strike price but below the exercise price in the same tax year, the income is recognized solely as ordinary income. If sold before the required 1-year holding period in a different tax year.
Even if a disqualifying disposition is made, if the shares exercised are not sold in the same tax year, the holder must calculate to see if any alternative minimum tax is owed. Although ISOs have more favorable tax treatment than NSOs non-qualified stock options or nonstatutory stock options , they require the holder to take on more risk by holding the stock for a longer period of time if the holder is to receive optimal tax treatment. However, even if the holder disposes of the stock within a year, it is possible that there will still be marginal tax deferral value as compared to NQOs if the holding period, though less than a year, straddles the ending of the taxpayer's taxable reporting period.
The point is to make sure you understand the impact and timing of your decision to retire and leave your employer. From a tax perspective, this reduced timeline also shrinks your tax planning opportunities.
While you are with your employer you have many opportunities to reduce your taxes. For example, you could:. Exercise less in years with more income bonus, other compensation. If you leave your employer and you have to exercise a large amount of your stock options in one year you could push yourself into a higher marginal tax bracket and pay more taxes than you otherwise would ever have to pay.
Because of this, if you are near the end of the tax year you may want to delay your retirement or separation date to at least spread your stock option income over two tax years. For example, if you were thinking of leaving your job in December, instead, exercise some of your stock options in December, and wait to leave in January of the next year, and exercise the remaining options at that time. Generally, you are afforded a longer timeline if you leave employment due to death or a disability. In these cases, you could get a year to exercise your options.
This extended timeline provides some additional time for your options to vest as well as some additional planning opportunities. If you are given 12 months to exercise you are crossing over two tax years. By spreading your income over two years, instead of one, you are less likely to push yourself into a higher marginal tax bracket when you exercise.
Again, check your plan documents. There are many reasons to leave your employer, not all of them financial. However, knowing where you stand with your employee stock options may help you make a better decision around pursuing another career opportunity or retirement.
The best strategy is to check your plan document for the specific rules regarding your plan. But in the meantime, here is a primer of things to know now. Employee stock options are issued with an expiration date. The expiration date is important because it lets you know the last day you can capture the value of employee stock options via an exercise. The expiration date is usually ten years from the grant date.
However, every plan is subject to its own rules; again, you should check your plan document to determine specific details like this. Regardless of when the date is, if you do not exercise and the expiration date comes and goes, your option will terminate, and you will lose the ability to exercise. Subsequently, you forfeit any embedded value. Your right to exercise your employee stock options may change, however, as your employment status changes.
Generally speaking, if you are terminating your employment from your company, you will need to exercise your employee stock options at the earlier of the expiration date or the new expiration period set in the plan document for a terminated employee. Your plan document should help you determine what your post-termination expiration provisions are once you know the circumstances around your departure. Prior to getting into your post-termination exercise periods, you should know that when you leave the company for any reason, unvested shares remain unvested in almost all cases.
Practically speaking, this means that the in-the-money value of unvested employee stock options is forfeited.
In most cases, the. Unfortunately, immortality is not part of a stock option grant. So you should understand what will happen to your options upon your death and what choices you.
The negative impact to your net-worth statement of forfeiting potentially valuable unvested options may be material if you are considering termination employment. In order to obtain the full value, you have to stay employed with the company until the 10, options in Grant 3 vest. Assuming you do work until Grant 3 vests, you will have access to those shares as well. But if you terminate your employment prior to Grant 3 vesting, the value of Grant 3 goes away.
The decision to leave your employer when you know that it means forfeiting unvested options may be critically important in the financial planning process. If I had a client who wanted to leave because they wanted to retire, for example, we might model out retirement income projections.
The timeline until your unvested shares vest is also important. If we assume that Grant 3 is scheduled to vest in the near term, it may make sense to work a little longer, allowing the shares to vest and you to capture the value. Alternatively, if the shares do not vest for several years, the value of the unvested options is not an important part of your retirement plan, or both, then pulling the trigger to retire and forfeiting the option shares may be a better choice for you.
If you leave your company voluntarily, either to retire, to take another job, or to take a break from work, you generally have up to 3 months or 90 days from your termination date to exercise your vested options. As always, check your plan document as this period can be shorter or longer. Even if the expiration date of your employee stock options is further out in time than the day exercise window, you must exercise within this new post-termination period.
However, if your original expiration date is after you terminate your employment but prior to the end of the day post-termination exercise window, you will need to exercise by that original expiration date to capture the value. If you have incentive stock options , your post-termination exercise considerations may become even more complicated. For an incentive stock option to retain its status as such, you must exercise the option within 90 days of termination of your company. But if your company gives you one year from termination to exercise your incentive stock options , you will need to exercise them within the day post-termination period even though you have up to one year per the plan document in order to retain their status as incentive stock options.