As for the thing with the CEO giving drugs to someone in a cabin...I think you should interpret this a little more holistically. For a variety of reasons (starting with illegality, and moving on to liability), that is generally not a thing you want your CEO doing in a well functioning organization of Reddit's size. It's not really about whether or not you're personally okay with recreational drug use. It's a bit of a dog whistle. Things that are generally okay can become very not okay in the context of the workplace and professionalism.