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An employee stock purchase plan (or ESPP) can be a very valuable benefit. In general, if your employer offers an ESPP, we think you should participate at the level you can comfortably afford and then sell the shares as soon as you can.
The ESOP vs 401K Plan With a 401(k), the employer's contributions are tax-deferred, meaning that the money is taken out of each paycheck before taxes, and those wages are not taxed until withdrawal. Whereas with an ESOP, employees also do not pay taxes on the shares in their account until distribution.
In this situation, you sell your ESPP shares more than one year after purchasing them, but less than two years after the offering date. This is a disqualifying disposition because you sold the stock less than two years after the offering (grant) date.
An employee stock purchase plan, (ESPP) is a type of broad-based stock plan that allows employees to use after-tax payroll deductions to acquire their company's stock, usually at a discount of up to 15%.
A plan usually linked to a corporation's payroll deduction system allowing employees to purchase shares at a discount from current market value.