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Employmer stock benefits and wash sale help (self.personalfinance)

submitted 1 year ago by Copernican to c/[email protected]

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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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[–] HoneyMonster 3 points 1 year ago

I hold mine for 1 year then sell at the current price no matter what, then buy S&P 500.

My logic is that while my company gives me a 15% discount and pays a 4% dividend so long as the company does not lose more than roughly 19% a year I come out ahead. That said, I have a rolling $25,000 in stock and my job with that company so I am eager to diversify.