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Financial Planning

Financial Planning explores various approaches to making the most of stock grant gains while minimizing taxes. The coverage includes the role of stock grants in gifts, estates and trusts, dividends, hedging, and more.

Browse an overview of this section below, or explore the subtopics to the left.


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Ten Financial-Planning Rules Everyone With Stock Options Needs To Know

Michael Beriss
Managing your stock options is one of the most complex financial challenges you will face. These 10 rules will help you get the most out of your company's stock plan.

How Tax Rate Changes Impact Your Stock Grant Strategies (Part 1): Nonqualified Stock Options This is premium content

Stanley Trotta with Robert Gordon
For now, it appears we have dodged a tax-increase bullet. However, President Obama's proposals will probably raise taxes after 2010. Should you take action with stock options now or wait until new rates apply? Part 1 looks at nonqualified stock options.

How Tax Rate Changes Impact Your Stock Grant Strategies (Part 2): Restricted Stock This is premium content

Stanley Trotta with Robert Gordon
President Obama's tax proposals seem likely to raise rates after 2010. Should you take action with stock compensation now or wait until new rates apply? Part 2 looks at restricted stock and restricted stock units.

How Tax Rate Changes Impact Your Stock Grant Strategies (Part 3): Incentive Stock Options This is premium content

Stanley Trotta with Robert Gordon
President Obama's proposals will probably raise taxes after 2010. Should you take action with stock options now or wait until new rates apply? Part 3 looks at incentive stock options.

Equity Compensation Strategies For Down And Rising Markets This is premium content

Chris Murphy
NEW! Although stock prices have risen from record lows, many employee stock options remain underwater. However, this is an opportune time to benefit from the current environment. 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.

Reframing Your Stock Option Exercise Strategy In Volatile Markets This is premium content

Tom Davison
NEW! 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.

How To Avoid The Most Common Stock Option Mistakes (Part 1)

Beth Walker
Avoid the mistakes others made during prior ups and downs in the stock markets. Common mistakes arise in nine different situations, including termination, mergers, financial planning, term expiration, and life events.

How To Avoid The Most Common Stock Option Mistakes (Part 2) This is premium content

Beth Walker
Avoid the errors that many people have made, including mistakes that stem from major life events and taxes.

Psychological Factors Affect Your Stock Option Exercise Decisions

Professor Steven Huddart
It is tempting to exercise and sell your stock options when your company's stock price hits new highs or becomes worryingly volatile. However, this decision may not be in your best long-term financial interest. This article exames the psychological factors that can, along with economic motives, influence your stock option choices.

Better Late Than Never: Stock Option Strategy For The Market Upturn This is premium content

Michael Beriss
The stock markets will one day rise again. When they do, question the urge to exercise your options for quick profits as soon as possible: exercising too early can be a big mistake.

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I have various stock option grants with vested options. Do I need to exercise first my oldest grants or my oldest vested options?


There's no requirement for which vested options you must exercise first. The decision of which options to exercise first is part of your...

NEW! Are public resources available for doing research on a company's stock compensation practices, the grants it is making, and the holdings of its executives? This is premium content


At least for senior executives, you can find useful information. You can either go to the...

NEW! When I take an international assignment, will taxes on my stock compensation be equalized? This is premium content


At some companies, international assignments are often accompanied by what is commonly called an equalization package. To give you an incentive to accept the international assignment, the company agrees to...

How does a dividend affect the value of stock options, restricted stock, and restricted stock units? This is premium content


In theory, when a company pays a dividend, particularly a large special dividend, its stock value declines by...

Are qualified dividends included in the AMT calculation? This is premium content


Qualified dividends do receive special tax treatment when they are part of your net capital gain. The amount of AMT is capped by the...

My company is now granting restricted stock, and the current share price is much lower than I think it will be in a few years. Any tax-planning ideas? This is premium content


For restricted stock, you can make what the tax code calls a Section 83(b) election to be taxed immediately at grant instead of later at vesting, when your stock price, and thus your tax rate, may be much higher. However, before you make your decision, realize that...

NEW! If my company requires me to have a foreign bank or brokerage account because of the stock plan, does this require any special filings with the IRS? This is premium content


Perhaps, depending on the structure of the plan. The IRS wants to know about foreign accounts of US taxpayers to be sure taxes are paid on any earnings. Any "US person" with a financial interest...

What are some year-end strategies for stock options and restricted stock? This is premium content


This depends on your financial situation, on whether your decisions should be entirely tax-driven, on what you did earlier in the year, on your outlook for your company's stock price, and on the prospects for changes in tax law during the year ahead. Below we present 10 ideas...

Am I entitled to voting rights or any stock dividends paid to shareholders before I exercise? This is premium content


No. Until you exercise a stock option, you do not have the rights of a...

What is a concentrated stock position, and what can I do to protect myself and get cash for other purposes? This is premium content


A concentrated stock position occurs when a significant chunk of your net worth is tied up in a single stock. Strategies for hedging, diversification, and liquidity include...

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