The Information reported [1] Friday that Stripe is trying to raise $4B at a $55B valuation for “a huge tax withholding bill that comes due when it modifies employees’ stock grants that are set to expire before a potential public listing”.
I did a bit of research, but couldn’t figure out what sort of tax laws are at play here? Why is Stripe looking at such an enormous bill, and hypothetically what could happen if they can’t raise all the money?
[1] https://www.theinformation.com/articles/inside-stripes-55-billion-pitch-to-investors