It is clear that Christian was asking Reddit to buy out Apollo. It was a business proposition. Pay me 6 months, and I'll shut off my app, which is what Reddit wants. They want more users on their official app so they can make revenue. The language he used was clumsy, but it is clear, and it was clarified afterwards. The natural easy response is to say no, we are unwilling to pay, end of conversation.
The problem here is that Reddit seems to be litigating free-flowing language from part of a conversation as part of its defense for its changes. That is not only ridiculous, but wildly inappropriate.
To be honest, reddit has all the justification it needs to do what they're doing. Do I think they're making the right decision? No. But they're free to raise prices however they want. It's their API. But a billion dollar company accusing an individual of threatening them and then continuing to litigate the words used even after clarifications have been made is indicative of a catastrophic leadership failure on Reddit's side.