Of course the article is actually about writing a digital DM not a player. But isn't the main problem with this defining win conditions? Pretty easy to define win condition for chess or go. Now, I haven't really played DnD (much to my sadness), but how do you win? edit: I know the answer but I'm making a point with my question
So, what "winning" looks like depends on the group and the game. Having one's character die may feel a lot like losing at one table, but just another part of the story at another, meaningful, maybe, but not a "loss" any more than passing GO and collecting $200 is losing—roll up another character, the story goes on, and we've closed a meaningful chapter in it.
At most tables, I think, the rules basically exist just to give structure and fair-feeling challenge to an extended session of play-pretend.