I think writing cutlines is extremely difficult. You have to say so much in so few words. But you have to tell the reader everything: where, who, when, maybe why or how, and maintain concision and interesting language. I always seem to leave one of those elements out.
I prefer headlines. I have less space, but that makes it easier. I know I need to be brief, and hopefully snappy and clever... but it is okay to leave some elements out. It is easier for me to come up with a two-word quip to draw in interest than to summarize a complex event in thirty words.
Then again, maybe I just *like* headlines better. There is more room to play, and to have fun. I like playing with language.