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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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In Their Own Words: Financial Advisors On Company Stock Strategy For The Market Downturn

myStockOptions.com Editorial Team
NEW! The market drop of 2008, combined with the likelihood of tax-rate changes ahead, affects planning for your company stock and grants. We asked financial advisors around the United States for their ideas on planning for both year-end 2008 and beyond as the downturn plays out. Read their responses in their own words.

Stockbrokers' Secrets (Part 3): What I Tell My Best Clients About Year-End Planning

W.E.B. Bantling and Michael Beriss
Every year, during tax season, we get tax-planning calls. Of course, by then it's too late. The time for tax planning is before the year ends. For year-end 2008, learn about several planning concerns that apply to stock options and restricted stock. Meanwhile, look ahead at the likelihood of tax rate changes under the new president.

How Tax Rate Changes Impact Strategies For Stock Options & Restricted Stock (Part 1) This is premium content

Stanley Trotta with Robert Gordon
NEW! You believe a tax hike is on the horizon. Should you take action with your stock options and company stock now or wait until the new rates apply? This article series analyzes the decision. Part 1 looks at nonqualified stock options and restricted stock.

Ten Ideas For Year-End Tax Planning With Stock Options And Company Stock This is premium content

Martin Nissenbaum
You are doing some year-end or year-beginning tax planning with your stock options and company stock. While investment objectives, not tax considerations, should generally drive your decisions, here are 10 ideas to review to prevent paying more taxes than necessary.

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.

Year-End Tax & Financial-Planning Issues For Employees

Bruce Brumberg, Editor-in-Chief
myStockOptions.com
This PowerPoint presentation (in PDF) provides an overview of changes in tax law during 2008 that affect financial planning for stock compensation and the related employee education, along with special issues to focus on at year-end and in down markets. (Premium members can view the presentation in PDF from the above link and may request permission to modify it for use and distribution at their companies.)

Stock Option Financial Planning After Your Tax Return Is Filed And At Year-End (Part 1) This is premium content

Tom Davison and Liam Hurley
Right after you have completed your taxes is a great time to do your big-picture financial planning. You can more accurately project your income and likely tax situation for the remainder of this year and the next, including AMT risk and capital-loss carry-forwards, to develop your strategy. At the end of the year, review your analysis and strategy again.

The ISO Tax Trap And The AMT Credit Myth: What To Do Before Exercise And At Year-End This is premium content

Alan Ungar
The tax reductions of the past few years have brought both good and bad news for holders of incentive stock options (ISOs). While you may have lower capital gains rates when you hold the shares long enough after exercise, it's harder to avoid the risks of the alternative minimum tax (AMT) and to fully recoup any AMT credit.

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

Beth Walker
Avoid the mistakes others made during prior boom markets and downturns. 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.

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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...

NEW! Does the US have an exit tax? This is premium content


This depends on your income and net worth. Effective from June 17, 2008, the Heroes Earning Assistance and Relief Tax Act of 2008 (HEART), which mostly gives benefits to members of the armed forces, includes a modification to the US exit tax (IRC Section 877A). If they meet certain conditions, US citizens...

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...

I plan to exercise options for stock that pays dividends. Are there any exercise strategies or at least mistakes to avoid? This is premium content


To receive a dividend you must own a stock on the record date, so you want to be aware of the ex-dividend date. Also consider...

How are the dividends on restricted stock taxed and reported to me? This is premium content


Dividends that are earned on restricted stock are considered compensation income, which is reported on your W-2...

Do I receive dividends on unvested restricted stock and have voting rights? This is premium content


Although normally you cannot transfer them until vesting, shares of restricted stock are issued to you and are outstanding in your name from the time of grant. Most stock plans...

Do I get dividends with restricted stock units (RSUs)? How are they taxed? This is premium content


When a company pays dividends on outstanding shares of stock, it can choose...

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...

UPDATED! Can I reinvest my restricted stock dividends in more company stock instead of taking cash income now? This is premium content


Instead of paying cash dividends, a small number of companies require...

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High Net Worth   
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Featured FAQs
NEW! Does the US have an exit tax? This is premium content
This depends on your income and net worth. Effective from June 17, 2008, the Heroes Earning Assistance and Relief Tax Act of 2008 (HEART), which mostly gives benefits to members of the armed forces, includes a modification to the US exit tax (IRC Section 877A). If they meet certain conditions, US citizens...