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If you are risk-averse, you might consider selling your ESPP shares right away so you don't have overexposure in one stock, particularly that of your own employer. ESPP shares can put you in an overexposed position. If the stock value goes down, you may suffer losses and in extreme cases, even lose your job.
In an ESPP with a reset feature, the look-back purchase price will "reset" if the stock price at a future purchase date is lower than the stock price on the first day of the offering period. On the date that a reset feature is triggered, the terms of the award have been modified.
Partial refunds of excess contributions If your company stock price has dropped, depending on how much you have contributed to your ESPP, it is more likely that you will hit this limit. You may then receive a refund of your accumulated contributions in excess of this amount.
If you leave or terminate from the company, you will cease to participate in the ESPP and your contributions will be refunded as soon as administratively possible.
ESPP lookback allows you to buy shares at a lower price point. An ESPP lookback allows you to purchase the share price of either A: the enrollment date (1 Jan) or B: the purchase date (30 Jun), whichever is lower.
If you leave your company while enrolled in their employee stock purchase program, your eligibility for the plan ends, but you will continue to own the stock the company purchased for you during employment. The company will no longer purchase shares on your behalf after your termination date.
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.
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.