The game is a parody of a personality test that a corporation would administer to potential employees. They're widely reviled, and so it's a pretty easy target. In addition, the author has imagined the test to be administered by AI, another easy target.
But, as a result, the game never gets all that funny. It starts off with a surreal question, and remains surreal and random throughout. In my opinion, to get to be actually funny, you have to be surprising, but inevitable in hindsight. Starting surreal and staying surreal doesn't give the game enough room to make the player expect something, so I could never really be surprised by anything.
EDIT: Replayed today at the SF Bay Area IF Meetup and we discovered the (Spoiler - click to show)dating simulator endings. Now that's what I call surprising but inevitable in hindsight. I've changed my review from 3 stars to 4.
To get to those endings: (Spoiler - click to show)Play along with the survey enough to receive a job offer, then choose "Not Awesome" and refuse to work there. When asked why, say that the survey isn't even really an AI.
I think I would have given this game 5 stars if all of the endings had been that good.