I like this exercise. It is useful in at least two ways.
Help me take a critical look at my current cherished views. Here’s one: work hard now and save for retirement; it is still cherished, but I already know of several lines of attack that might work if I think them through.
Help me take time to figure out how I’d hack myself.
It might also be interesting to come up with a cherished group view and try to take that apart (e.g., cryonics after death is a good idea—perhaps start with the possibility that the future likely to be hostile to you such as unfriendly AI).