Suppose one found information about a large organisations software, for example Apple Pay, about their payment system that could cause very bad legal trouble for them. This could be related to to the fact that all purchases must be tracked. But with what’s going on they aren’t.
Is there a way to offer the information in exchange for money without risking breaking the law? In particular one should avoid the risk of anything that could be interpreted as a threat.
The potential for legal consequences is indicated by cases such as the reporter in Missouri who was threatened but not prosecuted with legal action in relation to "unlawful to access encoded data and systems in order to examine other people's personal information" aka pressing f12 in a browser and 18 year old Hungarian who was arrested for much the same. Note neither of these requested payment.