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If the company gave you the right to
exercise the ISOs early and you exercised your ISO on February 1, 1999, then you would
have paid $4,000 to the company for 40,000 shares. Since
there would be no spread, youd have no tax preference under the AMT and no
compensation income, provided you made a Section 83(b) election within 30 days of the date
you received the stock. Your tax basis in the
stock is $4,000.
Assume on May 1, 2000 the company has an IPO and you are locked-out for 6 months. If you held the stock until January 1, 2001 and then sold it for $20.00/share, you would have a long-term capital gain of $796,000 ($20/share x 40,000 = $800,000; $800,000 - $4,000 basis = $796,000 gain) taxed at a maximum federal rate of 20%. Note: You have to hold the stock until January 1, 2001 to meet the ISO rule requiring that you hold stock at least two years from the date of grant.
php This Action Guide is the product of the author's extensive experience in negotiating stock options as part of the compensation package paid to employees and contractors. In addition, the author represents several taxpayers who confronting huge tax bills stemming from the exercise of employee options and the subsequent crash of the stock market. This Action Guide defines the key terms and concepts involving both incentive stock options (ISO's) and non-qualified stock options, identifies the tax-triggering events and discusses strategies to minimize the tax impact. The guide discusses the alternative minimum tax as applied to ISOs as well as sophisticated tax-planning concepts. This guide is a must read for employee or company that receives stock options as part of their compensation. [an error occurred while processing this directive]