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Danny Kumpf's avatar

I respect that you're willing to consider and publish conflicting views!

As someone who recently received a stock payout worth ~50% of my total net worth when my company got acquired, I enjoyed reading these two articles and their different perspectives. I did end up selling all of my stock and buying S&P 500 instead.

I totally agree with Philip that (a) you should ask yourself whether you'd have bought your company's stock if given an equivalent amount of cash, and (b) your average engineer should not be trying to beat the market themselves, and that if you can do that successfully, then you should be a full-time investor.

Also agree with Steve that your expected emotional response is definitely a consideration for rational decision making, and holding a small amount could be a great way to combat future regret. I think that's what I would have done if I'd stayed with my company (I ended up leaving the company after the buyout, and as a result I'd feel a lot less regret if the stock popped off than I would have if I'd still been at the company with a bunch of coworkers holding).

Jordan Hamel's avatar

I think there is still another unspoken edge case for folks deciding what to do when they vest one-way RSUs at companies that will remain private for many years to come, but have regular selling opportunities. Once you leave that company there is no opportunity to re-buy without rejoining the company.

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