This is a practical piece of advice I got from David Fleer. If you ever have multiple illustrations for a single point, you should always order them from smallest to largest. What happens is that when the ear has heard one illustration, whenever you start into another one, the brain says, "This will be at least as long as the previous one."
If you start out with a really long illustration, then go into another, people's ears will instantly shut down. They'll be thinking, "I don't want to sit through another one of those just yet." But if you start with the smaller one, then move to the bigger one(s), it will work better for your listener.
So if you had a good quick joke, a one-line quote, and a short story, the best order would be (1) one line quote, (2) quick joke, and (3) short story. It doesn't matter which is the best of the bunch, because if your quick joke is your best one, but it is after a longer one, no one will still be listening to hear it. And if they are listening, they'll feel tired.