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Re:WeWork Parent Weighs Slashing Its Valuation in Half by acchow on Thursday September 05, 2019 @05:14PM (#20890690)
You can define arbitrary preference rules. For example, the conversion doesn't have to be 1-to-1.

In the case of Square's IPO, Series E preferred had a provision giving them extra free common stock to make up the gap if it IPO'd below $18.55 (which it did).

Re:WeWork Parent Weighs Slashing Its Valuation in Half by ChuckMcM on Thursday September 05, 2019 @06:14PM (#20891122)
You can, and I may be wrong here, but I seem to recall that one has to call out these sorts of options in the S-1. It is material to people investing in the IPO.