It's more important to be clear than cute. Even when I have difficult or painful news to share, I want my title to focus on the good-news aspects of my subject. For instance, years ago I preached a message on the ways we miss God's blessing due to our sinfulness. It was the same message, only restated in positive terms. I believe God blessed the latter message in a far greater way.
Some people criticize life-application preaching as shallow, simplistic, and inferior.
To them the only real preaching is didactic, doctrinal preaching. Their attitude implies that Paul was more profound than Jesus, that Romans is deeper material than the Sermon on the Mount or the Parables. I have been criticized for using sermon titles that sound like Reader's Digest articles. But I do it intentionally. Reader's Digest is the most widely read magazine in the world because its articles appeal to common human needs, hurts, and interests.