Here's another list from me for failing your own Dynasty. I always have fun writing this, I might add something else later.
Make sure that you’re so busy with your activity and forget to do your Immortal Museum requirement and play with high speed as possible and another day when your Sim age up; you’ll realize that something is missing and you’re officially will happy with the lost of your sanity.
Moral of the story: Do Immortal requirements right away, earlier that you get the better.
Make sure that you’re hang up the painting with drag tool and see right away if there’s some paint eater in your dynasty. You’ll be more excited if you do that when doing that after your Sim birthday and you never had any chance to make the second one
Moral of the story: Use buy mode for your own sanity, glitches always happen. If your painting is disappearing in buy mode, you can always redo, but in reality with drag and drop your painting will gone for good.
Make sure that you’re use mirror and dresser a lot for your Sim and don’t forget to use Salon makeover station to do that, if you’re lucky your Sim age will expanded itself and that moment you’ll the happiest Simmer in the world to know that you’re failed again.
Moral of the story: Don’t use Salon makeover thing, and always check about the age thing before doing makeover, plus backup save before that, this is not forbidden as rules remove this restriction but you never know about the unexpected.
Make sure that you going on with your dynasty attempt without check challenge board and play your dynasty thorough until there’s a time that you realize that you've been failed because of the new rules added. You soon will join Tragic Clown.
Moral of the story: Always check challenge board, something might be added.