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You can sell your ESPP plan stock immediately to lock in your profit from the discount. If you hold the company stock for at least a year and sell it for more than two years after the offering date, you pay lower taxes.
With most employee stock purchase plans, you can withdraw from your plan at any time before the purchase.
There is no right or wrong time to sell your ESPP shares - it will depend on your risk appetite and your financial goals. However, it's not wise to keep all of your investments (or even a large portion of your investments) in your company's stock. It's important to keep your investment portfolios diversified.
You will continue to own stock purchased for you during your employment, but your eligibility for participation in the plan ends. Any funds withheld from your salary but not used to purchase shares before the end of your employment will be returned to you, normally without interest, within a reasonable period.
Are ESPPs good investments? These plans can be great investments if used correctly. Purchasing stock at a discount is certainly a valuable tool for accumulating wealth, but comes with investment risks you should consider. An ESPP plan with a 15% discount effectively yields an immediate 17.6% return on investment.
In the year you sell your ESPP shares, your employer may report your ordinary income profit on your W-2. This is equivalent to your purchase price discount. You have to look closely at your W2. If your ordinary income profit was not reported, you still will have to report that on your 1040 as other income.
Often, vested stock options expire if they are not exercised within the specified timeframe after service termination. Typically, stock options expire within 90 days of leaving the company, so you could lose them if you don't exercise your options.
A reset provision in an ESPP allows an employee to purchase company stock during the following purchase period based on the price at the beginning of the purchase instead of the original offering price.
One of the key points you need to be clear on is if your stock is vested or unvested, exercised or not. Usually, when plan participants leave a company, that company will have the right to purchase back whatever shares may have been vested and been exercised.
Q: What happens to my RSUs if I leave my company before they vest? A: Generally, if you leave your company before your RSUs vest, you lose the unvested RSUs. The RSUs that have already vested you will continue to own.