Search
Go to the myStockOptions.com homepageTrack your stock options, restricted stock, and SARsCalculators and modeling toolsBookmark your favorite contentView and manage your client list
Tax Center Global Tax Newsletter Glossary Discussion About MSO Home Sign In Register Visit our Tax Center Prevent Tax Mistakes! Visit our Tax Center

ISOs

Incentive stock options carry great wealth-building potential, but their taxation can be complex. Browse an overview of this section below, or explore the subtopics to the left.

Test Your KnowledgeTest and improve your knowledge with our Stock Options quiz and its study guide in the answer key.


Want to know more? Got 6 minutes? Listen to our new Podcast on Stock Option Basics!

  Articles   FAQs  

Stockbrokers' Secrets (Part 7): Year-End Planning For ISOs This is premium content

W.E.B. Bantling and Michael Beriss
UPDATED FOR 2009! Learn about year-end planning specifically for incentive stock options, including ideas related to the alternative minimum tax.

Refundable AMT Credit: Different Rules For Old Unused Credit

Kaye A. Thomas
UPDATED FOR REVISED TAX LAW! Special rules for old unused AMT credit, first available in 2007, are drastically revised for tax years 2008 (returns filed in 2009) through 2012. This is the first of two articles on the refundable AMT credit, which provides a way for many people to use more AMT credit than under the regular rules.

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 ow or wait until new rates apply? Part 3 looks at incentive stock options.

Refundable AMT Credit: The Calculation

Kaye A. Thomas
UPDATED FOR REVISED TAX LAW! Special rules for old unused AMT credit, first available in 2007, are drastically revised for 2008. This is the second of two articles on the refundable AMT credit, which provides a way for many people to use more AMT credit than under the regular rules.

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 Report Sales Of Company Stock

The myStockOptions.com Tax Team
UPDATED FOR 2009! Learn how to report your sales of company stock on Schedule D of IRS Form 1040. Our comprehensive guide to Schedule D reporting covers sales of stock from nonqualified stock options, incentive stock options, restricted stock, restricted stock units, performance shares, employee stock purchase plans, and stock appreciation rights.

Avoid Tax Return Mistakes With Stock Options & ESPPs: What You Need To Know In 2009

Bruce Brumberg and Lynnette Khalfani
Tax returns can be onerous. Read this article if you are puzzled by Form 1099-B or don't know how and where to report sales of company stock from options or employee stock purchase plans.

Stock Option Fundamentals (Part 5): Incentive Stock Option Taxation & Alternative Minimum Tax This is premium content

Marilyn Renninger
You're ready to delve deeper into how and when different taxes apply to ISOs, including the AMT. You need to consider taxes at exercise and at sale to put together a strategy that maximizes the value of your options.

ISOs And Wash Sales: A Trap Within A Trap

Kaye Thomas
A trap awaits those who, after selling shares from exercised ISOs to avoid AMT, want to buy back the stock.

Return to top of page

I have large unused AMT credits. How does the October 2008 tax law about AMT credits help me to use them quicker?


This depends on how long ago you exercised the ISOs that triggered the alternative minimum tax. The 2008 version of the new AMT credit law, discussed below, is most favorable for you. First, however, some background on the law may be helpful...

UPDATED! What is the alternative minimum tax? What is the latest news about AMT reform in Congress?


The alternative minimum tax (AMT) was intended to require the super-wealthy to pay tax when credits and other deductions would let them circumvent the regular tax system. However, over the years the AMT has begun to hit a growing number of taxpayers who aren't wealthy, including people who exercise incentive stock options. Congress has enacted temporary AMT relief for them, and has changed the rules for the use of AMT credits. This FAQ follows the latest developments...

What ISO strategies can help minimize AMT liability? This is premium content


Experts suggest several strategies for you to consider when you exercise ISOs and are concerned about triggering the alternative minimum tax. For example, near year-end or at the beginning of the year, you can...

Is it easy to calculate AMT liability?


The AMT rules and forms baffle even tax professionals. You can better understand the process by...

What are the tax consequences of exercising an ISO?


The taxation of incentive stock options (ISOs) is complex. The tax impact depends on when you sell or transfer the stock received at exercise. If you make what is called a disqualifying disposition (e.g., an early sale or a gift) of ISO shares, ordinary compensation income and any capital gains/losses will be determined by your...

Has recent legislation changed the taxation of incentive stock options? This is premium content


While the 2003 tax law did not change the taxation of ISOs, there were a few changes that impact the tax when you sell the stock. Tax law changes in 2006, 2007, 2008, and 2009 raised the AMT income exemption amounts and provided an alternative way to use AMT credits...

UPDATED! What is "capital gain"? Have recent tax laws changed the rates?


"Capital gain" is income that arises from the sale of a capital asset. Gain from the sale of securities held for investment...

At year-end, is there any general way to determine how many ISOs I can exercise and hold before triggering AMT? This is premium content


One strategy for minimizing AMT is to spread out the exercise of ISOs over...

In general, how does the alternative minimum tax (AMT) calculation work?


The AMT system is complicated. Broadly, it starts by taking your adjusted gross income, subtracts your itemized deductions, makes certain negative and positive adjustments, and includes certain tax items called tax "preferences." The resulting amount...

When does my holding period for capital gains begin? At exercise or vesting?


The holding period to determine whether a capital gain is long-term or short-term starts on the...

Return to top of page

   ISOs   
Basics   
Limits   
Taxes   
Taxes Advanced   
AMT   
AMT Advanced   


Register for Premium

myStockOptions.com is a 2007 CPA Wealth Provider award winner

Annotated diagram of Schedule DTax errors can be costly! Don't draw unwanted attention from the IRS. Our Tax Center explains and illustrates the tax rules for sales of company stock, W-2s, withholding, estimated taxes, AMT, and more.

Featured FAQs
NEW! Even though no withholding is required for ISOs, can I still pay the federal and state taxes when I make a cashless exercise? This is premium content
While some companies might permit this if asked, the IRS may not allow the practice. The situation is far from clear, as the tax code...
UPDATED! My company's stock is now essentially worthless because of securities fraud by senior executives. Can I claim a casualty or theft loss on my tax return? This is premium content
A casualty or theft loss would allow you to deduct the lost amount against your ordinary income, subject to some limits. However, Treasury regulations and court rulings would probably stand in your way. Nevertheless, what you can do is...
What is the tax impact on me if my company modifies outstanding stock options or SARs, such as by extending the option term? This is premium content
With approval from the board, and perhaps also shareholders, your company can modify outstanding grants in a way that is consistent with its stock plan. However, it should avoid tax pitfalls for you and the company, such as...