this post was submitted on 07 Jul 2023
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Hey all. My employer offers many stock benefits through RSU, ESPP, and options. I try to max out my ESPP and as a result my non retirement holdings are heavily skewed towards my employer's stock. I'm trying to diversify and not worry about timing the market, but what do I need to consider when it comes to timing sales of the stock to avoid wash sales? Currently we are down from the highs a 2 years ago. Should I worry about wash sales relative to timing of various acquisition dates? What am I losing by making a wash sale? Thanks.

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[–] regex1883 1 points 1 year ago (1 children)

for me ESPP was the the worst thing I've invested into. My 401k is going great and I'll never do espp again.

[–] Copernican 2 points 1 year ago (1 children)

I figure as long as the value doesn't drop below the discount purchase price in the required holding term it's not a bad deal. If I can get 15 percent discount and the stock is still the price in the future when I sell you I'll come out ahead out ahead.

[–] regex1883 1 points 1 year ago

My company stock price started dropping and I held it for when it would go up. Someone bought the company and it went private so losses become my problem.