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A comment on Stripe Faces $3.5B Tax Bill as Employees' Shares Expire. Parent comment

Re:Stripe Faces $3.5B Tax Bill as Employees' Shares Expire by mcherm on Thursday March 09, 2023 @01:40AM (#35078823)
Well, it might be a good idea, but there is a lot of risk. There is, for example, a risk that the employees get utterly screwed and are never permitted to cash out.
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Re:Stripe Faces $3.5B Tax Bill as Employees' Shares Expire by madaxe_again on Thursday March 09, 2023 @02:40AM (#35079092)
That isn’t a risk. That’s a near certainty.
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Re:Stripe Faces $3.5B Tax Bill as Employees' Shares Expire by gadders on Thursday March 09, 2023 @09:31AM (#35081523)
You can price risk. People buy distressed debt. No reason why they wouldn't buy illiquid private company stock (at a discount the holder might not like obviously).
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