I mean, my gut answer is a smartass answer which is to say Hussie. Because only a weirdo like him would be able to follow a convoluted scheme as this.

But I didn’t realize that there was a debate over who thought this through. Like, what, between Dirk and Kyle (Hal? Should I call him Hal now? I don’t even know)?

Personally, I don’t think that anyone really planned for this. Because Dirk sure as hell didn’t want Jane and Jake to be on Derse. So I think it was just improv. Homestuck’s version of Jazz.