this post was submitted on 02 Jan 2025
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I don't see a lot of love here for the ESPP, so I'll add my perspective. If your company is not prone to large fluctuations, then a quicksale with 15% discount is usually a good investment (if locking your money up for 6 months isn't a problem).
Even without the min of start/end, it's giving you a very good shot at 15% benefit for an average investment of ~3 months (your initial contributions are held for 6 months, but your most recent st ourchase for weeks). I don't know of any investment that can fairly confidently return near 15% in 3 months.
So long as you are confident in your stock, my strategy is:
Yes, it is taxed as short term gain this way, but your salary/other stock incentives/insurance are likely already tied to your employer, and holding it a year is riskier than quicksale