The US tax code provides a few perfectly legal ways, depending on your income, financial goals, and even life expectancy, to defer or pay no capital gains tax, maximizing the benefits of your grants and letting you put away more toward your financial goals.
One of the most vexing investment decisions you will ever make involves when to exercise your stock options and when to sell the shares. This article series will give you the tools for determining that time.
For some employees, the value of their equity compensation plans represents their largest investment. With so much at stake, making the right decisions is critical. Intelligent planning can maximize value while minimizing risk.
Employee stock options are complex. It's easy to make costly mistakes. But with the right moves, options can create significant wealth. In this article, three stock option gurus present wisdom for your contemplation.
The time right after you have filed your tax return is ideal for big-picture financial planning—now more than ever after the 2018 tax changes and any potential tax-rate increases ahead. Your tax return lets you fully understand the impact of the tax changes, and the amount of your total taxes was probably different than what you had projected. This recently updated article series discusses factors to consider in your income and tax projections, along with planning ideas.
Your tax return can help you develop your tax-planning strategy for stock options, restricted stock/RSUs, and holdings of company stock. Now that you have filed your first tax return after all the changes under the Tax Cuts & Jobs Act, you can make more accurate projections for the year ahead. Consider your future income, taxes, AMT risk, and use of capital-loss carry-forwards. Review the details of your stock plan documents to develop a program for option exercises and restricted stock/RSU vesting.
When your stock options vest, you need a strategy to make the most of their wealth-building value. However, no single strategy fits everyone. This article discusses various approaches to planning your option exercises.
Your option grant terms and the behavior of your company's stock price are only part of your financial-planning story in volatile markets. Equally important is the price movement of what you will buy with the proceeds from an option exercise and stock sale. As this article explains, relative changes in price, not absolute changes, are what matter.
Weighing a Roth IRA conversion is complicated enough, but the complexity can explode when you add in stock option exercises or the vesting of restricted stock. Let's take a look at how this can work in real life through a case study.
When stock markets rise, question the urge to exercise your options for quick profits as soon as possible. Exercising too early can be a big mistake.
Even when stock prices are volatile, there are still opportunities to achieve gains from stock compensation. This article presents a range of ideas to consider: buying stock now to swap later, exercising and holding ISOs, or making a Section 83(b) election for restricted stock.
This article series provides an analytical framework to help you evaluate the impact of an income tax increase at any point in the future, whether the shift is caused by changes in tax law or by an influx of compensation that pushes your income into a higher tax bracket. Part 2 looks at restricted stock and restricted stock units.
This article series provides an analytical framework to help you evaluate the impact of an income tax increase at any point in the future, whether the shift is caused by changes in tax law or by an influx of compensation that pushes your income into a higher tax bracket. Part 1 looks at nonqualified stock options.
With tax changes in mind, now may be a good time to re-evaluate your current financial-planning strategy. Should you take action with stock options now? Part 3 looks at incentive stock options.
In Part 2 of this series, the author considers reasons and strategies for diversifying away from a concentrated position in company stock. A handy flow chart at the end encapsulates his exercise strategy.
Deciding which stock options to exercise and when can pose a dilemma. Part 2 of this series focuses on reducing risk when you exercise. Quantifying a risk/return number can determine the point when holding your options is no longer desirable.
If the majority of your net worth lies in unexercised stock options or company stock, it may make sense to sell a portion to reduce the concentration risk while holding on to a portion to participate in future appreciation. However, if most financial goals can be reached without these proceeds and your position is not heavily concentrated, other strategies are worth exploring. One that is gaining popularity is writing call options on vested ESOs to generate some income.
When should you exercise nonqualified stock options? You need a decision-making process that removes guesswork and emotions. Otherwise, you're likely to exercise too soon or too late.
This PowerPoint presentation provides financial and wealth advisors with an overview of trends in equity compensation grants that can affect their clients and their practice.