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re: Employee Stock Purchase Program

Posted on 8/9/16 at 9:27 am to
Posted by dirtsandwich
AL
Member since May 2016
5208 posts
Posted on 8/9/16 at 9:27 am to
What am I missing here? If stock is trading at $10 and he buys at $9 then immediately sells at $10, he pays taxes on the $1 gain so he makes 60-65 cents per share (minus transaction costs). Not sure I would buy a lot for the long term as you already have exposure to your company's downside through your employment, but why not flip a few shares?
Posted by Joshjrn
Baton Rouge
Member since Dec 2008
27182 posts
Posted on 8/9/16 at 9:37 am to
quote:

What am I missing here? If stock is trading at $10 and he buys at $9 then immediately sells at $10, he pays taxes on the $1 gain so he makes 60-65 cents per share (minus transaction costs). Not sure I would buy a lot for the long term as you already have exposure to your company's downside through your employment, but why not flip a few shares?


The only way OP's description makes sense to me is if the *entire* share price is considered income if you sell within the first year, kind of as a trap door to keep the company from using the stock buy to back door payroll and save on taxes.

Any tax professionals know whether this kind of thing exists?
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