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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.
When you sell the stock, the discount that you received when you bought the stock is generally considered additional compensation to you, so you have to pay taxes on it as regular income. If you hold the stock for a year or less before you sell it, any gains will be considered compensation and taxed as such.
Double taxation means you pay tax twice on the same income. This often happens when Form 1099-B isn't properly completed, and the tax advisor doesn't know the shares were a form of equity compensation. If overlooked, you might pay ordinary income taxes on the vesting date and again when you sell the shares.
Qualifying disposition: You sold the stock at least two years after the offering (grant date) and at least one year after the exercise (purchase date). If so, a portion of the profit (the ?bargain element?) is considered compensation income (taxed at regular rates) on your Form 1040.
They can only report the unadjusted basis, or what the employee paid for the stock. To avoid double taxation, the employee must make an adjustment on Form 8949. Warning: Do not use the box labeled ?1g Adjustments? on Form 1099-B to make this adjustment; that is for something else entirely.
A: Yes. You may withdraw from the ESPP by notifying Fidelity and completing a withdrawal election. When you withdraw, all of the contributions accumulated in your account will be returned to you as soon as administratively possible and you will not be able to make any further contributions during that offering period.
Taxes on your ESPP transaction will depend on whether the sale is a qualifying disposition or not. The sale will be considered a qualifying disposition if it meets both of these criteria: You held the stocks for at least one year from the PURCHASE date. You held the stocks for at least two years from the OFFERING date.
They can only report the unadjusted basis ? what the employee actually paid. To avoid double taxation, the employee must use Form 8949. The information needed to make this adjustment will probably be in supplemental materials that come with your 1099-B.